반응 #549129

반응 방정식

p-methoxybenzyl 7-phenoxyacetamido-3-methylenecepham-4-carboxylate

ethyl acetate

→

p-methoxybenzyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate

반응 조건

후처리

1. 1
   기타Ozone was bubbled through the cold solution for 8 minutes
2. 2
   workup.ADDITIONby adding to the reaction mixture 25 g
3. 3
   기타The reaction solution was decanted
4. 4
   세척was washed successively with water, 5% hydrochloric acid
5. 5
   기타The washed mixture was dried
6. 6
   기타evaporated

실험 절차

A solution of 2.5 g. of p-methoxybenzyl 7-phenoxyacetamido-3-methylenecepham-4-carboxylate in 350 ml. of ethyl acetate was cooled in an acetone-dry ice bath. Ozone was bubbled through the cold solution for 8 minutes and then oxygen was passed through the ozonized reaction mixture to expel excess ozone. The intermediate ozonide was decomposed by adding to the reaction mixture 25 g. of sodium bisulfite with stirring at a temperature of about 0° C. The reaction solution was decanted and was washed successively with water, 5% hydrochloric acid and a saturated solution of sodium chloride. The washed mixture was dried and evaporated to yield the reaction product, p-methoxybenzyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate as an amorphous solid.

출처