反応 #523803

反応方程式

ampicillin

N-formyl-imidazolidin-2-one

triethylamine

trimethylchlorosilane

→

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

溶媒

benzene

benzene

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.WAITleft
3. 3
   workup.WAITto stand overnight at room temperature
4. 4
   ろ過the precipitate present was filtered off
5. 5
   洗浄washed with benzene
6. 6
   workup.WAITThe combined benzene solutions, on standing overnight
7. 7
   その他formed further amounts of precipitate which
8. 8
   ろ過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
    その他It was then completely evaporated to dryness in a rotary evaporator
13. 13
    その他The residue, a mass which did not crystallize throughout
14. 14
    その他to give a solid

実験手順

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.

出典