Month: June 2021

321-28-8, name is 1-Fluoro-2-methoxybenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C7H7FO

(A) 3-fluoro-4-methoxybenzaldehyde. To a solution of o-fluoroanisole, 101 g. (0.80 mole) in 500 ml. dry methylene chloride is added dropwise over 30 minutes a solution of titanium tetrachloride, 182 g. (0.96 mole, 1.2 equiv.) and alpha,alpha-dichloromethylmethyl ether, 110 g. (0.96 mole) in an equal volume of methylene chloride. The temperature is maintained at 10-20 C. with an ice-bath. The mixture is stirred at room temperature for 1 hour longer and then poured over crushed ice-water with stirring. Ether (1l.) is added, and the mixture stirred under nitrogen until solution occurs. The organic layer is extracted with water (3*), sodium bicarbonate solution (3*) and dried (MgSO4). The solvent is evaporated off at 30 to give crude product as an oil. The oil is vacuum distilled through a jacketed Vigreux column when it gives 3-fluoro-4-methoxybenzaldehyde, B.P. 120-121 C., at 10 mm. Hg; Rf 0.6 on a silica-gel G plate with methylene chloride.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Arizona; FGN, Inc.; US5401774; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 101-84-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 101-84-8, name is Diphenyl oxide belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 6; Preparation of Partially brominated DPO[0056] To the 500 mL flask (equipped as described in Example 4) containing 47.3 g of DPO was added over about 10 minutes, 28.0 g of bromine with stirring and cooling at room temperature. Catalyzed Bromination [0057] In a 1 -liter jacketed flask equipped with mechanical stirrer, Friedrich condenser(water cooled at about 250C), and with a 1/32-inch diptube but without a fractionation column were placed 3.8 g of AlCl3 and 885 g of bromine. After a feed time of about 7.25 hours, all of the partially brominated DPO had been fed from the flask. The reaction temperature was maintained at 56.30C to 57.20C throughout the addition. The reaction mixture was refluxed for 4 minutes as the temperature rose to 58.40C, then 450 mL of water was added and the reactor was set for distillation. The product was distilled to 1700F (about 770C) and 312 g of bromine was collected. The water layer was decanted from the reactor, 400 mL of water was added, stirred, and discarded. Then 400 mL of water and 10 g of NaOH were added, the mixture was stirred well and product was collected and water washed on a filter. GC analysis showed the product was composed of 99.71% of decabromodiphenyl oxide, and 0.034 and0.259% of the first and second nonabromodiphenyl oxide isomers, respectively. The product was placed in a 1250C oven and after drying overnight weighed 252.0 g. EXAMPLE 7Preparation of Partially brominated DPO [0058] To the 500 mL flask (equipped as described in Example 4) containing 49.1 g of DPO was added over aboutlO minutes, 29.7 g of bromine. This was purged with nitrogen to remove HBr. Catalyzed Bromination[0059] In a 1 -liter jacketed flask equipped as in Example 6 (no fractionation column) were placed 3.8 g of AlCl3 and 884 g of bromine. The mixture was heated to 59C and a feed of the partially brominated DPO formed above was initiated. The feed through the 1/32-inch diptube was set at a rate of about 0.21 mL per minute. All the partially brominated DPO was added over 3 hours and 23 minutes, The reaction mixture had been maintained at a temperature of 56.10C to 57.10C throughout the addition time reflux was continued for about 10 more minutes as the temperature rose to 59.60C. Then 450 mL of water was added to the reaction mixture and the reactor was set for distillation. The mixture was distilled to 770C and 294.5 g of bromine was collected. The mixture was worked up as in Example 6. GC analysis of the product showed 99.59% of decabromodiphenyl oxide and 0.11% and 0.296% of first and second nonabromodiphenyl oxide peaks, respectively. Present in the product were a few “lumps”. One was removed and a GC showed it contained 99.61% of decabromodiphenyl oxide and 0.100 and 0.291% of the first and second nonabromodiphenyl oxide isomers, respectively. The product was oven dried. EXAMPLE 8Preparation of Partially brominated DPO [0060] To the 500 mL flask (equipped as in Example 4) containing 49.00 g of DPO was added 31.4 g of bromine over about 10 minutes. Then the mixture was purged with nitrogen. Catalyzed Bromination[0061] In a 1 -liter jacketed flask, equipped as in Example 6, were placed 3.82 g OfAlCl3 and 988 g of bromine The mixture was heated to 56.O0C and addition of the partially brominated DPO begun at a feed rate of about 0.18 mL per minute. This feed was maintained for a period of about 4 hours with the temperature fluctuating between 53.O0C and 54.O0C. The mixture was allowed to reflux for about another 7 minutes with the temperature reaching about 600C. Then, 450 mL of water was added to the reaction mixture and the reaction vessel was set for distilling bromine. The distillation was conducted to 770C whereby an amount of 400.2 g of bromine was recovered. Product was isolated as in Example 5 and oven dried. GC analysis showed 0.093% and 0.471% of the first and second nonabromodiphenyl oxide peaks, respectively, and 99.436% of decabromodiphenyl oxide. After drying over the weekend the product weighed 260.1 g.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diphenyl oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALBEMARLE CORPORATION; WO2008/27776; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, A new synthetic method of this compound is introduced below., Quality Control of Perfluoro(2-methyl-3-oxahexanoyl) fluoride

EXAMPLE 1; Example of production of monomer (1M); EXAMPLE 1-1: Esterification reaction; [] 2-Tetrahydrofurfuryl alcohol (20 g) and (CH3CH2)3N (21.8 g) were put in a flask and stirred under cooling with ice. While keeping the temperature in the flask to at most 10C, FCOCF(CF3)OCF2CF2CF3 (71.5 g) was dropwise added over a period of 1 hour. After completion of the dropwise addition, stirring was further carried out at 25C for 2 hours. Then, while keeping the temperature in the flask to at most 15C, water (50 mL) was added to obtain a reaction liquid which was separated into two layers. The reaction liquid was separated, and the lower layer was washed with water (50 mL) twice and dried over magnesium sulfate, followed by filtration to obtain a crude liquid. By distillation under reduced pressure, an aimed ester compound (66.3 g) was obtained as a fraction of 88 to 89C/2.7 kPa (absolute pressure). The GC purity was 98%. Formation of compound (A-20) was confirmed by NMR analysis. 1H-NMR (300.4 MHz, CDCl3, TMS) delta (ppm) : 1.60 to 1.73 (m, 1H), 1.86 to 2.10 (m,3H), 3.76 to 3.91 (m,2H), 4.14 to 4.22 (m, 1H), 4.28 to 4.47 (m,2H). 19F-NMR (282.7 MHz, CDCl3, CFCl3) delta (ppm): -79.9 (1F), -81.3 (3F), -82.1 (3F), -86.4 (1F), -129.5 (2F), -131.5 (1F).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASAHI GLASS COMPANY LTD.; EP1548014; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 168268-00-6, name is 4-(Benzyloxy)-3-fluoroaniline, A new synthetic method of this compound is introduced below., name: 4-(Benzyloxy)-3-fluoroaniline

4-Benzyloxy-3-fluoro-aniline (55 g), isopropyl alcohol (550 ml) and (R)-glycidyl butyrate (36.6 g) were taken into a reaction flask at room temperature (25-30C), and the resulting mass was heated to reflux and then stirred for 28 hours at the same temperature. After completion of the reaction, the solvent was distilled under vacuum to obtain a residue. Diisopropyl ether (560 ml) was added to the residue at the room temperature and theresulting solution was heated to reflux, followed by stirring for 15 minutes at the same temperature. The reaction mass was cooled to 25-30C and then stirred for 30 minutes at the same temperature. The separated solid was filtered and then washed with diisopropyl ether (100 ml) to produce 62 g of (2R)-3-(4-benzyloxy-3-fluoro-phenylamino)-2-hydroxy- propyl butanoate (Purity by HPLC: 98.6%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; SYMED LABS LIMITED; MOHAN RAO DODDA; MALLA REDDY VANGA; JITHENDER AADEPU; (95 pag.)WO2016/79757; (2016); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 3616-56-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthesis Example B13Synthesis of 3-bromo-12H-benzofuranyl[3,2-a]carbazole (compound 13)Under nitrogen, compound 12 (3.2 g, 1 eq) is initially charged and dissolved with acetic acid (30 ml) while heating to reflux.Then (dimethylamino)acetaldehyde diethyl acetal (95percent; 21.9 g, 10 eq.) is added dropwise to the reaction within 1 h and the mixture is stirred at reflux for 48 h.The mixture is cooled to room temperature and diluted with methylene chloride.Washed in a separating funnel with distilled water and then with saturated NaCl solution.The organic phase is dried with sodium sulfate and concentrated. LC (SiO2, 3:1 cyclohexane/methylene chloride) gives 0.98 g of product (28.6percent yield).1H NMR (CD2Cl2, 400 MHz): delta=8.75 (s, 1H), 8.24 (s, 1H), 8.1 (dd, 2H), 7.67 (d, 1H), 7.48-7.55 (m, 6H).

The synthetic route of 2,2-Diethoxy-N,N-dimethylethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; OSRAM OPTO SEMICONDUCTORS GMBH; KONINKLIJKE PHILIPS ELECTRONICS N.V.; US2011/266528; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 437-82-1,Some common heterocyclic compound, 437-82-1, name is 2,6-Difluoroanisole, molecular formula is C7H6F2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

The 2,6-difluoroanisole (4.00 ml, 33 . 9mmol) and sodium iodide (15.0g, 100mmol) dissolved in acetonitrile (50 ml) , trimethylchlorosilane (8.80 ml, 102mmol) is also added and heated to 100 C for 5 hours. Cooling to room temperature, reducing pressure and evaporating solvent, adding water (40 ml), dichloromethane is used for (30 ml × 3) extraction. Combined with the phase, with water (40 ml), saturated salt water (40 ml) washing, dry anhydrous sodium sulfate. Filtering, evaporating solvent under reduced pressure, the crude product purification column chromatography (petroleum ether/ethyl acetate (v/v)=6/1), to get the yellow oil (2.2g, 50%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Difluoroanisole, its application will become more common.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhuo, Yinglin; Wang, Xiaojun; Zhang, Yingjun; Wen, Liang; Wu, Shoutao; Yuan, Xiaofeng; (87 pag.)CN105384687; (2016); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 109-85-3, name is 2-Methoxyethylamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 109-85-3, Safety of 2-Methoxyethylamine

The starting material for the preparation of (RS)-N-{4-CARBAMIMIDOYL-2-[(2-METHOXY- ethylcarbamoyl)-methoxy]-benzyl}-2-(2, 6-difluoro-4-methoxy-phenyl)-2-ethoxy- acetamide hydrochloride, 2-chloro-N- (2-methoxy-ethyl)-acetamide, was prepared from chloroacetyl chloride with 2-methoxyethyl amine and triethylamine in CHZCL2.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Methoxyethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/48335; (2004); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 41406-00-2, name is 3-Isopropoxyaniline, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 41406-00-2, Safety of 3-Isopropoxyaniline

To a stirred solution of 2,6,6-trimethylcyclohex-l-enecarbaldehyde (99.5 mg, 0.66 mmol) in methanol (2 mL) ) was added 3-isopropoxyaniline (99.5 mg, 0.66 mmol) followed by acetic acid (0.1 mL), and sodium cyanoborohydride (124.0 mg, 1.97 mmol). The reaction was stirred at room temperature for 2 hours. The reaction was quenched by addition of saturated aqueous ammonium chloride (5 mL) and the organic volatiles were evaporated under reduced pressure. The resulting mixture was diluted with ethyl acetate (30 mL) and the organic phase was washed with water (20 mL), saturated aqueous sodium bicarbonate (20 mL) and brine (20 mL), dried over anhydrous sodum sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 90/1 ) to give the title compound as a colorless oil (137 mg, Yield: 72%). Rf = 0.6 (20:1 petroleum ether/ethyl acetate); H NMR (400 MHz, CDCI3) delta 7.05 (t, J = 8.0 Hz, 1 H), 6.24-6.18 (m, 2 H), 6.15-6.14 (m, 1 H), 4.56-4.50 (m, 1 H), 3.55 (s, 2 H), 3.30 (bs, 1 H), 1.97 (t, J = 6.2 Hz, 2 H), 1.66 (s, 3 H), 1.66-1.59 (m, 2 H), 1.50-1.43 (m, 2 H), 1.33 (d, J = 6.0 Hz, 6 H), .02 (s, 6 H) ppm; Mass spectrum (ESI +ve) m/z 288 (M + H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Isopropoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; BIKAM PHARMACEUTICALS, INC.; QUACH, Tan; BERMAN, Judd; GARVEY, David, S.; WO2013/81642; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 7664-66-6, A common heterocyclic compound, 7664-66-6, name is 4-Isopropoxyaniline, molecular formula is C9H13NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of compound Al (0.5 g, 065 mmol) in toluene (10 rnL) and 4- Isopropoxyaniline (202 mg, 134 mmol) was added Ti(O-iPr)4 (190 mg, 0.66 rnmol). Themixture was stirred at 120 C overnight. The mixture was quenched with H20 (50 mL) and extracted with DCM (20 mE x 3). The combined organic layer was dried over potassium carbonate, filtered and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH == 15/1) to afford the crude products 304 and 30-2 (140 rng) as a brown solid .LC-MS: rnz 899.2 [M+H]?. To a solution of compounds 304 and 30-2 (137 mg. 015 rnmoi) in DCM (5 mE) was added DAST (24.5 rng, 0.15 mrnoi) at -78 C underN2. After stirred at -78 C for I Ii, the mixture was quenched with aqueous NaHCO3 and H20 and then extracted with DCM (30 mL x 3). i1e combined organic layer was dried over potassium carbonate, filtered and concentrated. The residue was purified by prep-HPLC to afford compound 30 (19 mg, yield14%) as yellow solid. Partial ?H NMR (CDCi3, 400 MHz): 6.93 (d, J::: Hz, 2H), 6.78-6.75 (m, 3H), 4.88 (s, 1H), 4.71-4.66 (in, 1H), 4.46-4.33 (rn, 2H), 4,32-4.29 (m, IH), 3.66-3.63 (m, 1H). 3.29-3.26 (m, 2H), 3.13-3.09 (in. 2H), 3.56-2.33 (rn, 3H); EC-MS: m/z 81.2[M+l-[[5.

The synthetic route of 7664-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGRIMETIS, LLC; CALABRESE, Andrew; (110 pag.)WO2018/132288; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 60792-79-2,Some common heterocyclic compound, 60792-79-2, name is 2,2′-Oxybis(ethylamine) dihydrochloride, molecular formula is C4H14Cl2N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 7 Preparation of 5-((2-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenamido)ethoxy)ethyl)carbamoyl)-2-methylpyrazine 1-oxide (I-4) In a typical run, sodium hydroxide (400 mg, 10 mmol) was dissolved in MeOH (70 mL) and 2-(2-aminoethoxy)ethanamine dihydrochloride (1.0 g, 5.65 mmol) was added. The resulting reaction mixture was stirred at room temperature for 30 min A solution containing Boc2O (740 mg, 3.40 mmol) in THF (15 mL) was then added dropwise, at room temperature, over a period of 15 min. The resulting reaction mixture was stirred at room temperature for 18 h. It was then concentrated under reduced pressure. The resulting residue was taken up in CH2Cl2 (200 mL) and stirred vigorously at room temperature for 4 h. The mixture was filtered and the filtrate was concentrated under reduced pressure to afford tert-butyl 2-(2-aminoethoxy)ethylcarbamate (850 mg, 74%).

The synthetic route of 60792-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Vu, Chi B.; US2011/82156; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem