Category: 701-07-5

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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, This compound has unique chemical properties. The synthetic route is as follows., 701-07-5

EXAMPLE 258A Preparation of 2-iso-propyloxybenzaldehyde The title compound was prepared as in Example 257A but employing 2-iso-propyloxybromobenzene in lieu of 1-bromo-3-isopropoxybenzene. Purification on silica, gel with 10% ether/hexane afforded the title compound (2.3 g, 70%). MS (DCI/NH3) m/z 165 (M+H)+, 182 (M+NH4)+.

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:
Patent; Abbott Laboratories; US6284796; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 701-07-5, 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. 701-07-5 name is 2-(2′-Bromophenoxy)propane, 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.

Step 2: magnesium (350 mg, 14.42 mmol) was suspended in small amount of dry THF. Few crystals of iodine was added followed by 1 -bromo-2- isopropoxybenzene (1 g, 4.65 mmol) dissolved in dry THF. The reaction mixture was stirred at rt. The completion of halogen exchange was monitored by TLC. 2-Methyl-N-[(1 E)-(5-methylfuran-2-yl)methylidene]propane-2- sulfinamide (3.03 g, 13.95 mmol) diluted in dry THF was added dropwise at rt. The solution was stirred at rt for 2h. Sat. NH4CI was used to quench the reaction. The aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgS04, filtered and the solution was concentrated under vacuo. The crude material was purified on silica gel column chromatography using hexanes/EtOAc (4:1 ) as eluent.

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

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; WALCZAK, Robert; MAJD, Zouher; PIHAN, Emilie; BONNET, Pascal; PERSPICACE, Enrico; (198 pag.)WO2016/102633; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 701-07-5

General procedure: A degassed solution containing the aryl bromide (9a, 183 mg, 0.852 mmol), anhydrous LiCl (286 mg, 6.82 mmol), Ph3P (112 mg, 0.426 mmol) and Pd(Ph3P)2Cl2 (71.7 mg,0.102 mmol) in anhydrous diglyme (2 mL, final concentration of 9a ca. 0.15 M) was treated dropwise with allyltri(n-butyl)tin (0.32 mL, 1.02 mmol). The reaction mixture was heated at 130C under an argon atmosphere. A sample taken at 6 h and worked up allowed the isolation of 1-allyl-2-isopropoxybenzene.3IR (film): 605, 734, 864, 995, 1046, 1174, 1287, 1372, 1383, 1489, 1587, 1638, 2931,2978, 3077 cm-1. 1H NMR (300 MHz, CDCl3): d 1.33 (d, J D 6.0 Hz, 6H), 3.37 (d, J D6.7 Hz, 2H), 4.54 (septet, J D 6.0 Hz, 1H), 5.00-5.09 (m, 2H), 5.93-6.03 (m, 1H), 6.83-6.89 (m, 2H), 7.12-7.18 (m, 2H). 13C NMR (75 MHz, CDCl3): d 22.2, 34.6, 69.9, 113.0,115.2, 120.2, 127.1, 129.7, 129.9, 137.2, 155.5. MS (EI, 70 eV): m/z (%) 91 (13), 115(12), 119 (46), 133 (46), 134 (100), 135 (10), 176 [M]C(66), 177 [MC1]C(9). MS found:176.1207; C12H16O requires m/z: 176.1201. When the reaction was heated during 14 h, complete consumption of the starting material took place, as determined by GC analysis. Then, the reaction mixture was allowed to attain ambient temperature and was diluted with 25 mL of hexanes and filtered through a short pad of Florisil and Celite (1:1). The filtrate was washed successively with saturated NaF (4 £ 10 mL), H2O (3 £ 10 mL), brine (15 mL) and H2O2 (10 mL of a0.12% P/V solution), dried over Na2SO4 and evaporated in vacuo. The oily residue was re-dissolved in CH2Cl2 and stirred an additional period of 12 h with 200 mg activated fluorous silica. Filtration and evaporation of volatiles afforded 90 mg (73%) of the expected beta-methylstyrene (3), as a colorless oil.IR (film): 606, 782, 862, 959, 1049, 1176, 1289, 1383, 1484, 1596, 1655, 2876, 2933,3070 cm-1. 1H NMR (300 MHz, CDCl3): d 1.35 (d, J D 5.9, 6H, Me2-CH), 1.90 (dd, J D1.5 and 6.6, 3H, Me-CH=CH-Ar), 4.57 (septet, J D 5.9, 1H, Me2-CH), 6.22 (dq, J D 6.0,13.9 and 15.2, 1H, Me-CH=CH-Ar), 6.72 (dq, J D 1.5 and 15.9, 1H, CH3-CH=CH-Ar),6.85-6.90 (m, 2H, ArH), 7.14 (dt, J D 1.5 and 7.7, 1H, 4-H), 7.41 (dd, J D 1.4 and 7.5,1H, 6-H). 13C NMR (75 MHz, CDCl3): d 18.9 (Me-CH=CH-Ar), 22.2 (Me2-CH-O), 70.8(Me2-CH), 114.3 (6-C), 120.7 (5-C), 125.8 (2-C), 125.9 (CH3-CH=CH-Ar), 126.4 (CH3-CH=CH-Ar), 127.5 (3-C), 128.2 (5-C), 154.6 (1-C). MS (EI, 70 eV): m/z (%) 77 (10), 91(24), 105 (13), 107 (9), 115 (17), 117 (12), 119 (69), 133 (54), 134 (100), 147 (12), 176[M]C(52), 177 [MC1]C(7). MS found m/z D 176.1198; C12H16O (MC) requires m/z D176.1201. The spectral data were in full agreement with those described.2,3,5,8

According to the analysis of related databases, 701-07-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Simonetti, Sebastian O.; Larghi, Enrique L.; Kaufman, Teodoro S.; Organic Preparations and Procedures International; vol. 47; 3; (2015); p. 227 – 231;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 701-07-5,Some common heterocyclic compound, 701-07-5, name is 2-(2′-Bromophenoxy)propane, molecular formula is C9H11BrO, 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.

[066] 3-methyl-N-(7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,3,4,S-tetrahydro-1H-benzo[d]- azepin-7- amineprepared in Step 7 was used without further purification.Asolution of 3-methyl-N-(7H- pyrrolo[2,3-d]pyrimidin-2-yl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-amine from Step 7(65 mg, crude, about 0.22 mmol), 1-bromo-2-isopropoxybenzene (57 mg, 0.27 mmol), (trans)cyclohexane-1,2-diamine (7.5 mg, 0.066 mmol), Cul (12 mg, 0.066 mmol), and K3P04 (164 mg, 0.77 mmol) in dioxane (2 mL) was stirred at 120 C under nitrogen overnight. The mixture was diluted with water (5 mL), and extracted with EtOAc (20 mL). The organic layer was washed with brine (10 mL), dried over Na2504, filtered, and concentrated. The residue was purified byprep-TLC to give the title compound N-(7-(2-isopropoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-2- yl)-3-methyl-2,3,4,S-tetrahydro-1H-benzo[d]azepin-7-amine(9 mg, yield: 9%).

The synthetic route of 701-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHANGZHOU JIEKAI PHARMATECH CO., LTD.; ZHANG, Jintao; XIANG, Yibin; XU, Wen; JIAN, Shanzhong; (40 pag.)WO2015/143692; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 701-07-5, 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 701-07-5 as follows.

To a suspended solution of Mg chips (10.07 g, 0.414 mol) in anhydrous ether (150 mL) at 22C under argon was added ca. 0.15 mL of 1,2-dibromoethane. Then 43.7 g (0.200 mol) of 2-(isopropoxy)bromobenzene in 200 mL of ether was added dropwise. After 50% of the aryl halide was added, the reaction began to reflux vigorously. The flask was cooled in an ice bath. After the refluxing had subsided somewhat, the ice bath was removed and the remaining aryl halide was added over a 1.5 h period. The resultant Grignard reagent was cooled in a dry ice/ether bath for 2 h and then treated with 34.0 mL (0.221 mol) of 98% 1-carbethoxy-4-piperidone. Upon complete addition of ketone, the reaction mixture was allowed to warm to 22C and stirred for 2 h. The reaction was then quenched with cold aqueous ammonium chloride which resulted in an emulsion. Addition of 1M aqueous HCI solution separated the two layers. The aqueous phase was extracted with additional ether and the combined organic solution was washed with 10% aqueous sodium bisulfite, 1.0 M HCI, saturated NaHCO3, and dried (K2CO3). Filtration and concentration yielded 56.36 g of 1-carbethoxy-4-[2-(1-methylethoxy)phenyl]-4-piperidinol as a yellow viscous oil which was carried on without further purification The structure of this oil was supported by 1H NMR.

According to the analysis of related databases, 701-07-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO PHARMACEUTICAL CORPORATION; EP736009; (2002); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 701-07-5,Some common heterocyclic compound, 701-07-5, name is 2-(2′-Bromophenoxy)propane, molecular formula is C9H11BrO, 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.

Intermediate 33:[0161] A well-dried flask was first charged with l-bromo-2-isopropoxybenzene (500 mg, 2.32 mmol) and 1,4-diazepane (348 mg, 3.48 mmol), which was evacuated and backfilled with N2 through a balloon under gentle warming (40C). Toluene was charged and the mixture was bubbled with N2 for 10 min, then BINAP (44 mg, 0.07 mmol) and Pd2dba3 (14 mg, 0.02 mmol) were added to the mixture. After the addition of DBU (0.5 mL), the solution was warmed at 60- 70C while a fine powder of iBuONa (334 mg, 3.48 mmol) was added in one portion to start the amination. After the reaction mixture cooled to rt, (Boc)20 (1.265 g, 5.8 mmol) was dissolved in DCM and added dropwise to the reaction mixture then stirred for 3 h at rt. The reaction mixture was diluted with water and extracted with EtOAc. The combined EtOAc layers were washed with brine, dried over anhydrous Na2S04, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with PE/EtOAc = 30:1) to give tert-butyl 4-(2-isopropoxyphenyl)- 1,4-diazepane-l-carboxylate (intermediate 33) (172 mg, 22%).

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

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); 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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, A new synthetic method of this compound is introduced below., Quality Control of 2-(2′-Bromophenoxy)propane

A mixture of 14 (0.114 g, 0.53 mmol), 19 (0.171 g, 0.79 mmol), PdCl2(PPh3)2 (0.037 g, 0.053 mmol) and TBAF (IM in THF) (2.65 mL, 2.65 mmol) were suspended in anhydrous THF (1 mL) and microwaved at 140 0C for 15 min. The reaction mixture was cooled to room temperature and diluted with DCM (30 mL). The mixture was filtered and concentrated in vacuo. The crude product was purified by HPLC to afford the title compound (0.09 g, 6%).[0209] 1H NMR (500 MHz, DMSO-J6): delta 1.37 (d, J = 6.1 Hz, 6H), 4.75-4.80 (m, IH), 6.67 (d, J = 3.5 Hz, IH), 7.01 (t, J = 7.4 Hz, IH), 7.17 (d, J = 8.4 Hz, IH), 7.44-7.47 (m, IH), 7.61- 7.63 (m, IH), 7.69 (d, J = 3.5 Hz, IH ), 8.75 (s, IH), 12.3 (s, IH)[0210] MS (ES+): m/z 278 (M+H)+

The synthetic route of 701-07-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN INC.; WO2009/55674; (2009); 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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, A new synthetic method of this compound is introduced below., Product Details of 701-07-5

An Et2O solution (10 mL) of I2 (1.21 g, 4.78 mmol) was added to a solid of 1 (0.72 g,0.79 mmol) to prepare the solution of diiodophenylarsine (2). Without isolation, thesolution of 2 was employed the subsequent reaction. To an Et2O solution (10 mL) of1-bromo-2-isopropoxybenzene (1.6 mL, 9.97 mmol) was added a hexane solution ofn-butyllithium (1.6 M, 6.0 mL, 9.6 mmol) at 0 C under N2 atmosphere, and the reactionmixture was stirred at the ambient temperature for 1 h. To the reaction mixture was thesolution of 2 was added at 0 C. The reaction temperature was raised to the ambienttemperature, and the reaction mixture was stirred for 5 h. The reaction was quenchedby distilled water (20 mL), and the products were extracted with EtOAc. The combinedorganic layers were dried over MgSO4, and volatiles were removed in vacuo. The residuewas subjected to recrystallization from EtOH, and washed with MeOH to obtaincolorless solids of 3c (1.52 g, 3.61 mmol, 72%). 1H NMR (CDCl3, 400 MHz) delta 7.34-7.24 (m,7H), 6.86 (t, J = 8.4 Hz, 2H), 6.83-6.77 (m, 4H), 4.50 (sep, J = 6.0 Hz, 2H), 1.18 (d, J = 6.0Hz, 6H), 1.08 (d, J = 6.4 Hz, 6H) ppm; 13C NMR (CDCl3, 100 MHz) delta 159.6, 139.9, 134.4,129.5, 129.4, 128.2, 127.9, 120.7, 112.1, 70.2, 21.9, 21.7 ppm. HR FAB-MS (m/z):calculated for C24H27O2As [M]+; 422.1227, observed; 422.1211.

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:
Article; Imoto, Hiroaki; Yamazawa, Chieko; Tanaka, Susumu; Kato, Takuji; Naka, Kensuke; Chemistry Letters; vol. 46; 6; (2017); p. 821 – 823;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 701-07-5, name is 2-(2′-Bromophenoxy)propane, This compound has unique chemical properties. The synthetic route is as follows., 701-07-5

EXAMPLE 258A Preparation of 2-iso-propyloxybenzaldehyde The title compound was prepared as in Example 257A but employing 2-iso-propyloxybromobenzene in lieu of 1-bromo-3-isopropoxybenzene. Purification on silica, gel with 10% ether/hexane afforded the title compound (2.3 g, 70%). MS (DCI/NH3) m/z 165 (M+H)+, 182 (M+NH4)+.

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:
Patent; Abbott Laboratories; US6284796; (2001); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

701-07-5, name is 2-(2′-Bromophenoxy)propane, 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. 701-07-5

N-{2-chloro-2′-[(l-methyIethyl)oxy]-4-biphenylyI}-2-[4~(ethylsuIfonyI)phenyl]acetamideA mixture of l-bromo-2-[(l-methylethyl)oxy]benzene (38 mg), N-[3-chloro-4-(4,4,5,5- tetramethyl-l}3,2-dioxaborolan-2-yl)phenyl]-2-[4-(ethylsulfonyl)phenyl]acetamide (intermediate 6b, 90 mg), PdCl2(dppf)-CH2Cl2 adduct (10 mg) and Cs2C03 (69.1 mg) in acetonitrile (1.5 mL) and water (0.5 mL) was sealed in a vessel and heated in die microwave at 100C for 30 mins. The reaction mixture was filtered through celite. The filtrate was concentrated under reduced pressure, and the residue was purified by MDAP to afford N-{2-chloro-2′-[(l-methylethyl)oxy]-4-biphenylyl}-2-[4- (etliylsulfonyl)phenyl]acetamide (12 mg) as a yellow solid. ?-NuMuKappa (600 MHz, DMSO-c ) delta ppm 1.11 (m, 9H), 3.28 (q, J= 7.2 Hz, 2H), 3.83 (s, 2H), 4.51 (m, 1H), 6.96 (t, J= 7.8 Hz, 1H), 7.09 (m, 2H), 7.22 (d, J= 6.4 Hz, 1H), 7.33 (m, 1H), 7.48 (m, 1H), 7.63 (d, J= 7.8 Hz, 2H), 7.86 (d, J= 7.8 Hz, 2H), 10.49 (s, 1H); MS(ES+) m/z Ml (MH^>.

Statistics shows that 701-07-5 is playing an increasingly important role. we look forward to future research findings about 2-(2′-Bromophenoxy)propane.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; MENG, Qinghua; CHENG, Yaobang; YANG, Ting; ZHANG, Guifeng; XIANG, Jianing; WU, Chengde; WO2013/29338; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem