| abstract |
The invention belongs to the field of organic photochemistry and pharmaceutical intermediate chemistry, and in particular relates to a synthetic diacetolol intermediate 5-acetamido-2-(2,3-epoxypropylene containing acetylation-photochemical rearrangement series reaction) oxy) acetophenone. An efficient continuous acetylation synthesis method is adopted. First, the raw material p-aminophenol and acetic anhydride are mixed, reacted with a water-carrying agent, and then the water-carrying agent is distilled off. The reactant is cooled and added to a polar organic solvent. The liquid-phase rearrangement reaction is carried out with the ultraviolet-visible light irradiation of a specific wavelength to carry out the Fries rearrangement, and after the reaction is completed, the solvent is heated and evaporated to obtain the intermediate 2-acetyl-4-acetamidophenol. Add sodium hydroxide to obtain phenate, and then react with epichlorohydrin to obtain intermediate 5-acetamido-2-(2,3-glycidoxy) acetophenone. The tandem synthesis method of the invention is simple and feasible, and low-toxicity, high-efficiency and cheap green chemical reagents are used in the synthesis process. |