Reacción #93024

Ecuación de reacción

benzhydryl 7-phenylacetamido-3-formyl-2-cephem-4-carboxylate

triphenylphosphine

carbon tetrachloride

ethyl acetate

→

benzhydryl 7-phenylacetamido-3-(2,2-dichlorovinyl)-2-cephem-4-carboxylate

Disolventes

N,N-dimethylacetamide

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter being cooled
2. 2
   Otrothe resulting precipitates
3. 3
   Filtraciónwere filtered off
4. 4
   Otrothe filtrate was evaporated in vacuo
5. 5
   OtroThe residue was purified by column chromatography on silica gel

Procedimiento

Zinc powder (78.4 g) was added to a solution of benzhydryl 7-phenylacetamido-3-formyl-2-cephem-4-carboxylate (102.4 g) and triphenylphosphine (367.2 g) in a mixture of carbon tetrachloride (800 ml) and N,N-dimethylacetamide (200 ml) at ambient temperature and the mixture was stirred at 60° C. for 30 minutes. After being cooled, the mixture was added to ethyl acetate (20 l) and the resulting precipitates were filtered off and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel to give benzhydryl 7-phenylacetamido-3-(2,2-dichlorovinyl)-2-cephem-4-carboxylate (15.26 g).

Fuente