22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various.
22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Synthesis of Compound (1) (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2,6-dimethoxybenzamide Take 2.8 g (15.4 mmol) 2,6-dimethoxybenzoic acid and add with 20 mL hexane and 2.4 mL (33.3 mmol) thionyl chloride. Heat and reflux for 2 hours and evaporate all volatile substances under reduced pressure. Then dissolve the residue in methylene chloride (20 mL) and slowly drop 20 mL methylene chloride containing 2.0 g (15.6 mmol) (S)-(-)-2-aminomethyl-1-ethylpyrrolidine into the methylene chloride solution. Stir the solution at room temperature overnight. Next wash the reaction solution with saturated sodium bicarbonate aqueous solution (40 mL) and the reaction solution separates into two phases. The organic phase is dried by anhydrous sodium sulfate (Na2SO4) and then is concentrated under reduced pressure. The residue is separated and purified by liquid chromatography (silicon dioxide(SiO2), dichloromethane(CH2Cl2): methanol(CH3OH)=100:15) to get colorless solid product, the compound (1) (3.8 g, 84.5%). [0034] Compound data of the product: [0035] IR (KBr) nu 3324 (NH), 1663 (CO) cm-1. [0036] 1H NMR (CDCl3) delta 7.15 (t, J=8.4 Hz, 1H, Ph), 6.45 (d, J=8.4 Hz, 2H, Ph), 6.32 (br, 1H, NH), 3.69 (m, 7H, OCH3 and NHCH2), 3.16 (m, 1H, NHCH2), 3.03 (m, 1H, CH2CH2CH2N), 2.77 (m, 1H, CH2CH3), 2.57 (m, 1H, CH), 2.11 (m, 2H, CH2CH3 and CH2CH2CH2N), 1.84-1.58 (m, 3H, CH2CH2CH2N), 0.99 (t, J=7.4 Hz, 3H, CH2CH3). 13C NMR (CDCl3) delta 165.19 (CO), 156.26, 129.36, 115.29 and 102.92 (Ph), 61.72 (CH), 54.79 (OCH3), 52.47 (CH2), 47.05 (CH2), 39.53 (CH2), 26.70 (CH2), 21.70 (CH2), 21.70 (CH2), 12.60 (CH3). MS m/z 292 (M+), 264 (M+-CH2CH3+1), 195 (M+-CH3CH2N(CH2)3CH+1), 165 (M+-CH3CH2N(CH2)3CHCH2N), 98 ((CH3CH2N-(CH2)3CH)+)., 22795-99-9
22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various.
Reference£º
Patent; ATOMIC ENERGY COUNCIL – INSTITUTE OF NUCLEAR ENERGY RESEARCH; LIU, SHOW-WEN; CHANG, YU; HSU, CHENG-FANG; TSAI, MING-CHE; CHIANG, TSUNG-HSIEN; DENG, YUEH-FENG; LU, KUEI-LIN; LIN, CHIH-YUAN; WANG, DA-MING; LI, CHING-YUN; US2014/73803; (2014); A1;,
Chiral Catalysts
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