Réaction #348499

Équation de réaction

2,2,2-trichloroethyl 6-(α-t-butyloxycarbonylaminophenylacetamido)-2,2-dimethylpenam-3-carboxylate-1-oxide

N-chlorosuccinimide

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title product

2,2,2-Trichloroethyl 3-methyl-2-[2-chlorosulfinyl-4-oxo-3-(α-t-butyloxycarbonylaminophenylacetamido)-1-azetidinyl]-3-butenoate

Conditions de réaction

Traitement

1. 1
   Séchageof toluene was dried azeotropically by distillation of about 50 ml
2. 2
   workup.ADDITIONTo the dried solution was added 0.685 g
3. 3
   TempératureThe resulting mixture was refluxed for 70 minutes
4. 4
   Filtrationwas filtered
5. 5
   Autreevaporated in vacuo to dryness

Mode opératoire

A solution of 2.85 g. (5 mmol) of 2,2,2-trichloroethyl 6-(α-t-butyloxycarbonylaminophenylacetamido)-2,2-dimethylpenam-3-carboxylate-1-oxide in 175 ml. of toluene was dried azeotropically by distillation of about 50 ml. of toluene from the mixture. To the dried solution was added 0.685 g. (5.5 mmol.) of N-chlorosuccinimide. The resulting mixture was refluxed for 70 minutes. The mixture was allowed to cool to room temperature and then was filtered and evaporated in vacuo to dryness to provide the title product (contaminated with succinimide).

Source