Month: June 2021

Electric Literature of 5414-19-7, 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. 5414-19-7 name is 1-Bromo-2-(2-bromoethoxy)ethane, 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.

A suspension of phthalimide potassium salt (4.6 g, 19.9 mmol), 2,2 bromoethoxy ether (5.54 g, 3.00 mL, 29.9 mmol) and NaHC03 (1 .64 g, 19.9 mmol) in DMF (50 mL) was stirred for 6 h. The reaction mixture was diluted with ethyl acetate (150 mL) and washed with water (2 x 150 mL) and brine (150 mL). The organic layer was dried over Na2S04, concentrated in vacuo and purified by silica gel chromatography eluting with 1 :5 ethyl acetate/hexane to give an off white solid (Yield: 4.08 g, 69%) (0294) 1 H NMR (400 MHz, CDCI3): : delta 7.78 – 7.84 (m, 2H), 7.65 – 7.70 (m, 2H), 3.87 (t, J = 7.2 Hz, 2H), 3.71 – 3.77 (m, 4H), 3.63 (t, J = 7.5 Hz, 2H); 13C NMR (101 MHz, CDCL3): delta 168.3, 156.8, 135.7, 134.1 , 132.3, 129.6, 128.6, 128.5, 123.4, 81 .5, 77.1 , 67.7, 67.3, 49.8, 37.5, 28.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-(2-bromoethoxy)ethane, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF SYDNEY; CODD, Rachel; KATSIFIS, Andrew; LIFA, Tulip; TIEU, William; RICHARDSON-SANCHEZ, Tomas; (90 pag.)WO2017/96430; (2017); A1;,
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Synthetic Route of 1462-37-9, 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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Mg turnings (1.50 g, 61.70 mmol) stirred in THF (80 ml) under Ar was added ((2- bromoethoxy)methyl)benzene (13.10 g, 61.21 mmol) dropwise for 2 h, then kept to stirring for another 3 h. To the mixture was added phosphorus(V) oxychloride (1.90 ml. 20.40 mmol) at -78°C. After stirred at -78°C for 4 h, the mixture was diluted with 0.1 M NaHCQ3 solution (80 ml), NaCl (sat. 100 ml) and EtOAc (50 ml), separated, and the aqueous solution was extracted with EtOAc ( 2 x 50 ml). The organic layers were combined, dried over MgSOj. filtered, concentrated and purified on Si02 column eluted with EtOAc (1 :10 -1:6) to afford the title compound, 6.11 g (66.2percent yield). ESI MS m//+ 475.2 (M + Na).

The chemical industry reduces the impact on the environment during synthesis ((2-Bromoethoxy)methyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; HANGZHOU DAC BIOTECH CO., LTD; ZHAO, Robert Yongxin; WO2015/28850; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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 4393-09-3, name: (2,3-Dimethoxyphenyl)methanamine

General procedure: Under an atmosphere of N2, the appropriate amine (0.669 mmol, 1.2 equiv.) was dissolved in 1,2-dichloroethane (DCE) (1 mL) and methyl-(E)-3-(4-formylphenyl)acrylate (106 mg; 0.557 mmol, 1 equiv.) wasthen added, followed by the addition of acetic acid (64 muL, 1.11 mmol, 2 equiv.). The reaction mixture wasstirred overnight at room temperature. When the starting aldehyde had been consumed as monitored by TLC,NaBH(OAc)3 (0.836 mmol, 1.5 equiv.) was added, and the reaction mixture was stirred for 3 h at roomtemperature. The reaction was quenched by the addition of saturated NH4Cl solution (2.0 mL), and thenextracted with saturated sodium hydrogen carbonate solution (10 mL) and ethyl acetate (3 × 10 mL). Theorganic layer was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The solvent wasremoved in vacuo, and the residue was dissolved in a minimal volume of dichloromethane (DCM) and purifiedby flash column chromatography (silica gel, 20-80% EtOAC:hexane).

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; Daniel, Lydia; Gotsbacher, Michael P.; Richardson-Sanchez, Tomas; Tieu, William; Codd, Rachel; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2581 – 2586;,
Ether – Wikipedia,
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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. 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H13NO

Azido-N-(2-benzyloxyethyl)acetamide, 6a A solution of 2-benzyloxyethylamine (15 g) and potassium carbonate (40 g) in acetone (400 ml) was treated dropwise with azidoacetyl chloride at 20 C. After stirring for 3 h at room temperature, the mixture was filtered and concentrated in vacuo. Dichloromethane (800 ml) was added, and the solution was washed with aq. sodium bicarbonate. The organic phase was dried over magnesium sulfate. Removal of solvent in vacuo gave a yellow oil which was filtered through silica gel with ethyl acetate. Removal of the solvent in vacuo gave 6a as a colorless oil. Yield: 22 g.

The synthetic route of 38336-04-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. Lundbeck A/S; US5703087; (1997); A;,
Ether – Wikipedia,
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These common heterocyclic compound, 588-96-5, name is p-Bromophenetole, 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. COA of Formula: C8H9BrO

General procedure: CS127 was prepared using a modified literature procedure [16]. A solution of butyllithium (1. hexane, 0.15 mL) was added to a solution of 4-bromotoluene (8.52 mg, 0.050 mmol) in hexane (15 mL). After stirring for 1 h, N,N’-diisopropylcarbodiimide (6.29 mg, 0.050 mmol) was added dropwise. The solution was stirred for 1 h at room temperature and then the dimer [(FMeppy)2Ir(mu-Cl)]2 (30 mg, 0.025 mmol) was added. The mixture was heated overnight at 70 C. After being cooled to room temperature, the resulting precipitate was collected and washed with diethyl ether. The dried product was obtained as a yellow powder. Yield 65%.

The synthetic route of p-Bromophenetole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sahin, Cigdem; Goren, Aysen; Varlikli, Canan; Journal of Organometallic Chemistry; vol. 772; (2014); p. 68 – 78;,
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Adding a certain compound to certain chemical reactions, such as: 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, 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 36805-97-7, Formula: C11H25NO2

Tert-butyl 4-bromo-3-hydroxybenzoate To a solution of 4-bromo-3-hydroxybenzoic acid (1.0 g, 4.6 mmol) in toluene (100 mL) was added di-tert-butoxy-N,N-dimethylmethanamine (935 mg, 4.6 mmol). Then the mixture was stirred at 85 C. overnight. The reaction mixture was poured into water (50 mL) and ethyl acetate (50 mL), the organic phase was washed with water (30 mL), dried over anhydrous sodium sulfate, evaporated and purified by column chromatography to give tert-butyl 4-bromo-3-hydroxybenzoate (1.0 g, 79.4%) as a white solid. LRMS (M+H+) m/z: calcd 273.00. found 273.

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, 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Constellation Pharmaceuticals, Inc.; Albrecht, Brian K.; Audia, James Edmund; Gagnon, Alexandre; Harmange, Jean-Christophe; Nasveschuk, Christopher G.; US2015/315148; (2015); A1;,
Ether – Wikipedia,
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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. 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, A new synthetic method of this compound is introduced below., COA of Formula: C4H9BrO2

1-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanone (15.5 g, 83.8 mmol), Cs2CO3 (54.6 g, 167 mmol) and 2-bromo-1,1-dimethoxy-ethane (14.78 mL, 126 mmol) was dissolved in DMF (125 mL) under an atmosphere of nitrogen. The reaction was heated to 65 C. for 6 hours. The reaction was determined to be complete by LC/MS. The reaction was taken up in EtOAc (500 mL) and washed with 5% LiCl(aq) (3*250 mL). Organics were dried over Na2SO4, filtered and solvent removed under reduced pressure. 1-[2-Amino-3-chloro-4-(2,2-dimethoxy-ethoxy)-phenyl]-ethanone (12.99 g, 57%) was isolated by silica gel chromatography as a white solid. LC/MS=274 (M++1)

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; Gilead Sciences, Inc.; US2011/135599; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 578-57-4, 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. 578-57-4, name is 1-Bromo-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

In a reaction tube, dissolve palladium complex [Pd] (0.03 mmol) and o-methoxybromobenzene (1.0 mmol) in 3 mL of toluene,extract and ventilate three timesin a CO2atmosphere, and connect a CO2balloonunder normal pressure. The reaction was carried out at 60 C for 8 hours. After the reaction, the reaction mixture was acidified. The reaction solution was concentrated and separated by column chromatography to obtain the corresponding product C8H8O3(yield 91%).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Institute of Technology; Yao Zijian; Chen Jing; (9 pag.)CN110483581; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 2132-62-9 as follows. Formula: C16H14O2

General procedure: A mixture of acetophenone oxime 1a (0.2 mmol), diphenylacetylene 2 (0.24 mmol, 1.2 equiv), [Cp*IrCl2]2 (3 mol%), PivOH (0.06 mmol, 0.3 equiv), Cu(OAc)2. H2O (0.4 mmol, 2 equiv) and MeOH (2 mL) in a 15mL glass vial [sealed with poly(tetrafluoroethylene)(PTFE) cap] was heated at 120 C with vigorous stirring for 24 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, and filtered through Celite. The filtrate was concentrated in vacuo and purified by column chromatography on silica gel to give the corresponding product 4.

According to the analysis of related databases, 2132-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lin, Wei; Hu, Xiu-Xiu; Zhuang, Cang-Wei; Wang, Ya-Zhen; Tetrahedron; vol. 75; 22; (2019); p. 3015 – 3023;,
Ether – Wikipedia,
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Application of 1159512-64-7,Some common heterocyclic compound, 1159512-64-7, name is 2-Fluoro-3-(trifluoromethoxy)aniline, molecular formula is C7H5F4NO, 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 (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (1 equiv) in DMF (10 vol) at 0 C. under nitrogen atmosphere was added 2-fluoro-3-(trifluoromethoxy)aniline (1.2 equiv), HBTU (1.5 equiv) and DIPEA (3 equiv). The reaction mixture was stirred at room temperature for 12 h. After completion of the reaction, the reaction mixture was quenched with water. The resulting mixture was extracted with DCM. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and then concentrated. The residue was purified by column chromatography on silica gel using DCM/MeOH to give compound 1239.

The synthetic route of 1159512-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Ether – Wikipedia,
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