反应 #523803

反应方程式

ampicillin

N-formyl-imidazolidin-2-one

triethylamine

trimethylchlorosilane

→

3-Formyl-imidazolidin-2-on-1-carbonyl chloride

溶剂

benzene

benzene

反应条件

后处理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.WAITleft
3. 3
   workup.WAITto stand overnight at room temperature
4. 4
   过滤the precipitate present was filtered off
5. 5
   洗涤washed with benzene
6. 6
   workup.WAITThe combined benzene solutions, on standing overnight
7. 7
   其他formed further amounts of precipitate which
8. 8
   过滤were filtered off
9. 9
   workup.ADDITIONA solution of phosgene (15.6 parts by weight) in dichloromethane (30 parts by volume) was then added dropwise to the filtrate
10. 10
    workup.WAITthe mixture was subsequently left
11. 11
    workup.WAITto stand overnight in a refrigerator
12. 12
    其他It was then completely evaporated to dryness in a rotary evaporator
13. 13
    其他The residue, a mass which did not crystallize throughout
14. 14
    其他to give a solid

实验过程

A mixture of N-formyl-imidazolidin-2-one (6.0 parts by weight), benzene (40 parts by volume) and triethylamine (11.8 parts by volume) was boiled under reflux and at the same time a solution of trimethylchlorosilane (8.5 parts by weight) in benzene (20 parts by volume) was added dropwise. Thereafter the mixture was boiled for a further 5 hours and then left to stand overnight at room temperature and the precipitate present was filtered off and washed with benzene. The combined benzene solutions, on standing overnight, formed further amounts of precipitate which were filtered off. A solution of phosgene (15.6 parts by weight) in dichloromethane (30 parts by volume) was then added dropwise to the filtrate and the mixture was subsequently left to stand overnight in a refrigerator. It was then completely evaporated to dryness in a rotary evaporator. The residue, a mass which did not crystallize throughout to give a solid, was used, as it was, for the reaction with ampicillin.

来源