Acetyl chloride → p-Nitrobenzyl 7-phenoxyacetamido-3-acetoxy-methyl-2-cephem-4-carboxylate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To 10 ml. of dry toluene were added 500 mg. (1 millimole) of p-nitrobenzyl 7-phenoxyacetamido-3-methylenecepham-4-carboxylate-1-oxide. To the resulting mixture then were added 2 ml. of acetic anhydride and 0.071 ml. (1 equivalent based upon the cepham sulfoxide) of acetyl chloride. The resulting mixture was refluxed at 111° C. for 5 hours to obtain almost complete conversion of the methylenecepham sulfoxide to p-nitrobenzyl 7-phenoxyacetamido-3-acetoxy-methyl-2-cephem-4-carboxylate as well as a minor amount of the corresponding Δ3 isomer.

Herkunft & Nachweise