反应详情

To a solution of 3-nitrobenzoylchloride (2.5 g; 13.5 mmol) in THF (25 ml) was added triethylamine (1.87 ml; 13.5 mmol), a catalytic amount of 4-(N,N-dimethylamino)pyridine and (S)-(−)-1-methyl-2-pyrrolidinemethanol (1.61 ml; 13.5 mmol). The mixture was heated to reflux for 1.5 hours and left with stirring at ambient temperature overnight. The solvent was removed by evaporation and the residue was partitioned between dichloromethane and diluted hydrochloric acid (4 M). The aqueous phase was rendered alkaline by addition of aqueous sodium hydroxide (4 M) and extracted with dichloromethane. The organic extract was dried over sodium sulphate and evaporated to leave 6r (2.8 g; 78%).

1. temperatureThe mixture was heated
2. temperatureto reflux for 1.5 hours
3. waitleft
4. customThe solvent was removed by evaporation
5. customthe residue was partitioned between dichloromethane and diluted hydrochloric acid (4 M)
6. additionby addition of aqueous sodium hydroxide (4 M)
7. extractionextracted with dichloromethane
8. extractionThe organic extract
9. dry with materialwas dried over sodium sulphate
10. customevaporated