反应详情

A 2 L reaction flask equipped with mechanical stirring was charged with N-chlorocarbamoyl-4-[(4-cyclohexylphenylamino)methyl]benzoic acid methyl ester (94 g, 0.244 mmol), N-methyl-2-pyrrolidinone (1.0 L) and triethylamine (68 mL, 0.487 mol). To the clear solution was added drop wise (S)-1-(4-chlorophenyl)ethylamine (38.0 g, 0.244 mol), keeping the internal reaction temperature below 30° C. Stirring was continued for 2 hours, then the reaction mixture was partitioned between water (1.0 L) and ethyl acetate (1.0 L). After extensive mixing, the organic layer was separated, and washed with a 5% aqueous solution of citric acid (500 mL), and saturated ammonium chloride (500 mL), before drying with anhydrous sodium sulphate. Solvent was removed, and the residual oil was evaporated once from acetonitrile. This product was sufficiently pure for further synthesis. Yield: 103 g (84%).

1. customA 2 L reaction flask
2. customequipped
3. customthe internal reaction temperature below 30° C
4. stirringStirring
5. customthe reaction mixture was partitioned between water (1.0 L) and ethyl acetate (1.0 L)
6. customAfter extensive mixing, the organic layer was separated
7. washwashed with a 5% aqueous solution of citric acid (500 mL), and saturated ammonium chloride (500 mL)
8. dry with materialbefore drying with anhydrous sodium sulphate
9. customSolvent was removed
10. customthe residual oil was evaporated once from acetonitrile
11. customThis product was sufficiently pure for further synthesis