반응 #523803

반응 방정식

ampicillin

N-formyl-imidazolidin-2-one

triethylamine

trimethylchlorosilane

→

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

용매

benzene

benzene

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.WAITleft
3. 3
   workup.WAITto stand overnight at room temperature
4. 4
   여과the precipitate present was filtered off
5. 5
   세척washed with benzene
6. 6
   workup.WAITThe combined benzene solutions, on standing overnight
7. 7
   기타formed further amounts of precipitate which
8. 8
   여과were 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
    기타It was then completely evaporated to dryness in a rotary evaporator
13. 13
    기타The residue, a mass which did not crystallize throughout
14. 14
    기타to give a solid

실험 절차

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.

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