反应详情

A mixture of 6.92 g (0.02 mol) of ethyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate, 100 ml of propargyl alcohol and 0.4 g of potassium cyanide is heated to boiling under reflux for 4 hours, 75 ml of the solvent are then removed by distillation, 75 ml of propargyl alcohol are added to the mixture and the resulting mixture is heated to boiling under reflux for a further 16 hours. The mixture is concentrated, 25 ml of water are added to the residue and the mixture obtained is extracted three times with 25 ml of chloroform each time, the chloroform solution is dried over magnesium sulphate and evaporated. The residue is chromatographed on silica gel while eluting with ethyl acetate. By recrystallization from ethyl acetate there is obtained 2-propynyl (S)-8-chloro-11,12,13,13a-tetrahydro-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate of melting point 213°-214°.

1. temperatureis heated
2. temperatureunder reflux for 4 hours
3. custom75 ml of the solvent are then removed by distillation, 75 ml of propargyl alcohol
4. additionare added to the mixture
5. temperaturethe resulting mixture is heated
6. temperatureunder reflux for a further 16 hours
7. concentrationThe mixture is concentrated
8. addition25 ml of water are added to the residue
9. customthe mixture obtained
10. extractionis extracted three times with 25 ml of chloroform each time
11. dry with materialthe chloroform solution is dried over magnesium sulphate
12. customevaporated
13. customThe residue is chromatographed on silica gel
14. washwhile eluting with ethyl acetate
15. customBy recrystallization from ethyl acetate