摘要 |
PURPOSE:To obtain the titled compound useful as a synthetic intermediate for oxacephem type antimicrobial agents, etc. economically and advantageously in high yield, by converting a halomethyl compound by the oxidation method with oxygen. CONSTITUTION:A 2-oxazolinoazetidinyl-3-halomethyl-3-butenoic acid of formula I (R is alkyl, aralkyl or aryl; Hal is halogen) or a derivative at the carboxyl group thereof is reacted with an oxidizing agent, e.g. hydrogen peroxide or a hypochlorite, at 0-100 deg.C for 10min-20hr. The reaction is preferably accelerated by irradiation with light, addition of acetic acid, propionic acid, etc. to give a 2-oxazolinoazetidinyl-3-hydroperoxymethyl-3-butenoic acid of formula II or a derivative at the carboxyl group thereof and a 2-oxazolinoazetidinyl-3-formyl- 3-butenoic acid of formula III or a derivative at the carboxy group thereof. |