反应详情

To the mixture of methyl 3-(2-dimethylaminomethyl-pyrrol-1-yl)benzoate (1.0 g) in dichloromethane (15 ml) was added 4N-hydrogen chloride in ethyl acetate solution (0.97 ml) under ice-cooling and the mixture was stirred for 5 minutes at the same temperature. To the mixture was added dropwise chlorosulfonyl isocyanate (0.4 ml) under ice-cooling and the mixture was stirred for 1 hour at the same temperature. To the mixture was added dropwise N,N-dimethylformamide (3.0 ml) under ice-cooling and the mixture was stirred for 1 hour at the same temperature. The reaction mixture was poured into a mixture of dichloromethane and water, and the separated aqueous layer was adjusted to pH 12 with 5N-sodium hydroxide solution. The aqueous layer was extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give methyl 3-(2-cyano-5-dimethylaminomethylpyrrol-1-yl)benzoate (1.1 g) as an oil.

1. temperaturecooling
2. temperaturecooling
3. stirringthe mixture was stirred for 1 hour at the same temperature
4. temperaturecooling
5. stirringthe mixture was stirred for 1 hour at the same temperature
6. extractionThe aqueous layer was extracted with ethyl acetate
7. washThe extract was washed with brine
8. dry with materialdried over magnesium sulfate
9. customevaporated in vacuo