Month: September 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 589-10-6, name is (2-Bromoethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9BrO

Same procedure as in lit.32 with modifications: a biphasic solution of 2-bromo-1-phenoxy ethane32b (20.0 g, 0.1 mol), NBu4HSO4 (33 g, 0.1 mol) in Et2O (400 mL) and 50% aqueous NaOH (100 mL) was vigorously stirred at rt for 4 h. The organic phase was washed with H2O (3 × 50 mL), the aqueous phases were extracted with Et2O (2 × 50 mL), the combined organic phases dried (MgSO4) and evaporated. 27b was purified by distillation (7.8 g, 65%) at 70 C, 28 Torr. The reaction in toluene as in lit.32b gave a weaker yield (40%).1H NMR (250 MHz, CDCl3): similar values as in lit.37 S.-R. Sheng, X.-L. Liu, X.-C. Wang, Q. Xin and C.-S. Song, Synthesis (2004), pp. 2833-2836. Full Text via CrossRef | View Record in Scopus | Cited By in Scopus (21)37

According to the analysis of related databases, 589-10-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chevrier, Carine; Le Nouen, Didier; Defoin, Albert; Tarnus, Celine; Carbohydrate Research; vol. 346; 10; (2011); p. 1202 – 1211;,
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Adding a certain compound to certain chemical reactions, such as: 74137-36-3, name is 1,3-Dibromo-5-methoxybenzene, 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 74137-36-3, Recommanded Product: 74137-36-3

To a solution of 1,3-dibromo-5-methoxybenzene (9.18 mmol, 1 eq) in 2 ml of xylene under a nitrogen atmosphere, acrylic acid (0.63 ml, 9.18 mmol, 1 eq), Pd(OAc)2 (1 mole percent, 20.66 mg), triphenylphosphine (4 mole percent, 69.2 mg) and triethylamine (19.278 ml, 2.7, 2.1 eq) are added. The reaction mixture is stirred at 100° C. for 11 h. Thereafter, 20 ml of water and 2 g of sodium carbonate were added, and the mixture was stirred at 100° C. for some minutes. The aqueous phase was subsequently separated and acidified. The precipitate that formed was dried and purified by means of column chromatography (eluent hexane/ethyl acetate 1/1) to obtain the desired product in a yield of 32percent (751 mg). C10H9Br3O; MW 256/258; 1H-NMR (CD3OD): delta 7.61 (d, J=16.1 Hz, 1H), 7.38-7.37 (m, 1H), 7.17-7.16 (m, 2H), 6.53 (d, J=16.1 Hz, 1H), 3.87 (s, 3H); 13C-NMR (CD3OD): delta 169.8, 162.3, 144.5, 138.9, 124.2, 121.4, 120.0, 113.4, 56.2

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, 1,3-Dibromo-5-methoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hartmann, Rolf; Frotscher, Martin; Oberwinkler, Sandrine; Ziegler, Erika; Messinger, Josef; Thole, Heinrich-Hubert; US2010/204234; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 116557-46-1, name is 3-Bromo-2-methoxyaniline, 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 116557-46-1, SDS of cas: 116557-46-1

A suspension of 3-bromo-2-methoxyaniline (500 mg, 2.47 mmol), bis(pinacolato)diboron (755 mg, 2.97 mmol) and potassium acetate (729 mg, 7.42 mmol) in 1,4-dioxane (8 mL) was sparged with nitrogen for 5 min. Pd(dppf)Cl2·DCM (173 mg, 0.21 mmol) was added and the mixture was heated under reflux for 2.5 h then cooled to room temperature. The reaction was diluted with DCM (35 mL) and washed with water (35 mL). The organic phase was concentrated under reduced pressure then purified by flash column chromatography, eluting with 0-100% EtOAc in isohexane, to return 49h (358 mg, 58%) an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 6.72-6.83 (m, 3H), 4.80 (s, 2H), 3.64 (s, 3H), 1.28 (s, 12H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Newton, Rebecca; Bowler, Katherine A.; Burns, Emily M.; Chapman, Philip J.; Fairweather, Emma E.; Fritzl, Samantha J.R.; Goldberg, Kristin M.; Hamilton, Niall M.; Holt, Sarah V.; Hopkins, Gemma V.; Jones, Stuart D.; Jordan, Allan M.; Lyons, Amanda J.; Nikki March; McDonald, Neil Q.; Maguire, Laura A.; Mould, Daniel P.; Purkiss, Andrew G.; Small, Helen F.; Stowell, Alexandra I.J.; Thomson, Graeme J.; Waddell, Ian D.; Waszkowycz, Bohdan; Watson, Amanda J.; Ogilvie, Donald J.; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 20 – 32;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 5414-19-7 as follows. Safety of 1-Bromo-2-(2-bromoethoxy)ethane

Part F:; To a DMF (9 mL) solution of Part E (1.08 g, 2.71 mmol) was added K2CO3 (1.12 g, 8.16 mmol), 18-crown-6 (0.21 g, 0.80 mmol), and bis (2-bromoethyl) ether (0.37 mL, 2.9 mmol). The slurry was stirred at 60C for 72 hr. Additional bis (2-bromoethyl) ether was added at 24 hr (0.4 mmol) and 48 hr (1.2 mmol). The solvent was stripped in vacuo, and the residue was partitioned between ethyl acetate (50 mL) and water (30 mL). The organic layer was separated, dried over MgS04, and evaporated to an oil. Recrystallization from diethyl ether produced 0. 88 g (69 %) of the desired compound in the form of a white solid. LCMS: itvz = 469.2 (M+H).

According to the analysis of related databases, 5414-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACIA CORPORATION; WO2005/42521; (2005); A2;,
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Related Products of 60792-79-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 60792-79-2 name is 2,2′-Oxybis(ethylamine) dihydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

N,N-(2,2′-oxybis(ethane-2.1-divfflbis(2,4,6-trimethylaniline) (Example 1 1) [0088] In a drybox, 2,4,6-trimethylbromobenzene (500.0 muL, 3.27 mmol), 2,2′- oxydiethylamine dihydrochloride (289.3 mg, 1.63 mmol), sodium terf-butoxide (706.5 mg, 7.35 mmol), 4.0 mL of dimethyoxyethane, and 10.0 mM Pd(OAc)2 / CyPF-r-Bu (81.8 muL, 8.18 x 10-4 mmol) were added to a 20 mL scintillation vial equipped with a magnetic stirbar and sealed with a cap containing a PTFE septum. The reaction was placed into a temperature controlled aluminum heating block and stirred at 100 0C for 6 h. After cooling to room temperature, the reaction mixture was partitioned between 100 mL H2O/Et2O (1 :1), the organic phase separated and dried over MgSO4, followed by the removal of all volatiles to afford 505 mg (91.0 %) of the title compound.[0089] 1H NuMR spectra were obtained at 400 MHz and recorded relative to residual protio solvent. 13C NuMR spectra were obtained at 101 MHz and recorded relative to the residual solvent resonance. The spectra recorded are as follows:Eta NuMR (CDC13, 400 MHz, 22 0C): delta 2.24 (s, 6H), 2.28 (s, 12H), 3.15 (t, J= 5.0 Hz, 4H), 3.49 (br s), 3.61 (t, J = 5.0 Hz, 4H), 6.84 (s, 4H). 13C NuMR (CDCI3, 101 MHz, 22 0C): delta 18.2, 20.5, 48.2, 70.4, 129.4, 129.8, 131.3, 143.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2′-Oxybis(ethylamine) dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; UNIVATION TECHNOLOGIES, LLC; JOHNS, Adam, M.; WO2010/53696; (2010); A2;,
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Some common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, molecular formula is C7H7FO, 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. Formula: C7H7FO

The crude product (1.0 g, 7.9 mmol) was dissolved in acetonitrile (15 mL) and N-bromosuccinimide (1.4 g, 8.7 mmol) was added and reacted at 70 C for 3 h. After the reaction was completed, most of the acetonitrile was distilled off, 30 mL of water was added, the mixture was stirred for 10 min and extracted with ethyl acetate (3 × 20 mL). The combined organic phases were dried over anhydrous magnesium sulfate and separated by column chromatography (pure petroleum ether as eluent) The brominated product (intermediate A_2c) was obtained as a light yellow oily liquid (1.4 g, yield 86%) oA-2c: SH (300 MHz; CDCl 3) 7.23-7.16 (2H, m), 6.82 (D, J = 8.7Hz), 3.86 (3H, s); delta (75MuEtazeta; CDC13) 152.3 (d, Jc, F = 249.0Hz), 147.1 (d, 119.6 (d, J = 21.1 Hz), 114.6 (d, J = 2.2 Hz), 111.9 (d, J = 8.2 Hz), 56.4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 321-28-8, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Chemical Institute; Yu Chuyi; Li Yixian; Jia Tengdun; Zhao Xuan; (27 pag.)CN104557654; (2017); B;,
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Synthetic Route of 43229-65-8, 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. 43229-65-8, name is N-Benzyl-1-(4-methoxyphenyl)propan-2-amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[0140] General procedure for Enantiomeric Separation of 2- benzylaminopropanes [(R)-10-14, (S)-10-14]. The appropriate racemic 2- benzylaminopropane (1 eq) was combined with the appropriate optically active mandelic acid (1 eq) in methanol (c= 0.5 M) and refluxed until the solution homogenized, then cooled to RT. The crystals were filtered, collected, and recrystallized twice from methanol (c = 0.3 M) to afford the optically active 2- benzylaminopropane ? mandelic acid salt. The salts were converted to the free amine for the purpose of collecting NMR and rotation data by partitioning the mandelic acid salt between 10% K2CO3 and CHCl3, drying organic extracts (Na2SO4) and evaporating; [0143] (R)-(-)-l-(4′-Methoxyphenyl)-2-benzylaminopropane [(R)-Il]. A sample of 3.02 g (11.8 mmol) of l-(4′-methoxyphenyl)-2-benzylaminopropane (42) was reacted with 1.8 g (11.8 mmol) f5rJ-(+)-mandelic acid to give 530 mg (35% based on enantiomeric abundance) of the free amine after workup. 1H NMR (CDCl3) delta 1.10 (d, 3H, J = 6.3 Hz), 2.57-2.76 (m, 2H), 2.88-2.94 (m, IH), 3.79 (s, 3H), 3.72-3.88 (m, 2H), 6.82 (d, 2H, J = 8.7 Hz), 7.07 (d, 2H, J= 8.4 Hz), 7.15-7.31 (m, 5H); MS (APCI+) m/z (rel): 256 (100); [alpha]D = -30.4 (c = 1.25 MeOH).

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, N-Benzyl-1-(4-methoxyphenyl)propan-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE GOVERNMENT OF THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY OF THE DEPARTMENT OF HEALTH AND HUMAN SERVICES; WO2008/22038; (2008); A1;,
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Related Products of 41365-75-7, The chemical industry reduces the impact on the environment during synthesis 41365-75-7, name is 1-Amino-3,3-diethoxypropane, I believe this compound will play a more active role in future production and life.

Step 1 : N-(3,3-diethoxypropyl)pyridine-3-carboxamide (2a) Pyridine-3-carbonyl chloride (10 g, 56.2 mmoles, 1 eq.) was dissolved in DMF (50 mL) and CH3CN (200 mL) with TEA (19.5 mL, 140.4 mmoles, 2.5 eq.). 3,3-diethoxypropan-1 -amine (10.35 g, 70.2 mmoles, 1 .25 eq.) in CH3CN (20 mL) was added at 0C. The solution was stirred overnight then was concentrated, diluted with DCM and washed with sat. NaHC03 and brine. The organic phase was then separated, dried over sodium sulphate and evaporated in vacuum to obtain N-(3,3-diethoxypropyl)pyridine-3- carboxamide 2a (6.8 g, Y= 45%). LC-MS (M-H+): 253.0.

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, 1-Amino-3,3-diethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; MAGARO’, Gabriele; FURLOTTI, Guido; IACOANGELI, Tommaso; (108 pag.)WO2016/96631; (2016); A1;,
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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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., Formula: C10H14O3

To a two-necked round-bottom flask containing a solution of (CH2O)n (0.030 g, 1 mmol) and HCl (37%, 0.5 mL) in AcOH (5 mL) was added, by means of a syringe pump (rate=10 mL/h), a solution of 3,4,5-trimethoxy-toluene (0.182 g, 1 mmol) in AcOH (5 mL) over a period of 30 min at 20 C. The solution was stirred for another 30 min. The mixture was then poured into EtOAc (40 mL) and washed with H2O (1×40 mL) and a saturated NaHCO3 aqueous solution (3×40 mL). The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo to give a transparent oil (0.209 g) containing 2-chloromethyl-3,4,5-trimethoxytoluene in 77% yield, and 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenyl-methane (23%) as the main by-product. Purification of 2-chloromethyl-3,4,5 trimethoxytoluene by alumina or silica gel chromatography was fruitless since 2-chloromethyl-3,4,5-trimethoxytoluene, in the presence of traces of H2O, reacted to give the corresponding benzyl alcohol. Using the NMR spectra of a pure sample of 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenylmethane as reference (see Supporting Information in Appendix E), the characteristic signals of 2-chloromethyl-3,4,5-trimethoxytoluene were detected in the NMR spectra of the final reaction mixture. 1H NMR (200 MHz, CDCl3, ppm): delta2.37 [s, 3H, CH3], 3.84-3.96 [9H, 3×OCH3], 4.68 [s, 2H, CH2], 6.52 [s, 1H, ArH]. 13C NMR (200 MHz, CDCl3, ppm): delta18.7, 38.6, 55.7, 60.6, 61.4, 109.3, 121.9, 133.4, 140.0, 152.2, 153.4. MS m/z (%): 230 (31), 215 (1), 195 (100), 180 (40), 165 (5), 150 (12), 137 (12), 120 (6), 105 (7), 91 (5), 77 (6), 66 (5).

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; Bjorsvik, Hans-Rene; US2008/287702; (2008); A1;,
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134364-69-5, name is 2,3-Difluoroanisole, 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. SDS of cas: 134364-69-5

The arylation coupling reaction: the reaction bottle nitrogen protection, the room temperature by the addition of 32.2 g 3 – chloro -2 – fluoro anisole, 31.2 g acetyl ethyl acetate and 160 ml DMF, added after stirring […] 4 g copper acetate, heating to 50 C reaction 8 h. After the reaction into the 300 ml saturated ammonium chloride aqueous solution quenching reaction, adding 200 ml ethyl acetate extraction three times, the combined organic layer, after drying with anhydrous sodium sulfate concentrated to dry, to obtain 25.8 g intermediate VII, purity 99.3%, the weight yield of 80.2%.

The synthetic route of 134364-69-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Aoruite Pharmaceutical Co., Ltd.; Che Fengfeng; Jiang Tao; Wang Aimin; Xu Chenke; (9 pag.)CN109956906; (2019); A;,
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