Ethanol → alpha-Hydroxyacetophenone

Participants

Reaction Steps

A mixture of 2-chloroacetophenone derivatives (or 2-bromoacetophenone derivatives, 0.19 mol), NaOOCH (0.59 mol) in DMF (140 mL), H2O (100 mL) and EtOH (400 mL) was heated under refluxing. After 5-8 hrs, the reaction mixture was cooled to room temperature, then about half of the solvent was removed under vacuum. The residue was diluted with water, and extracted with CH2Cl2. The combined organic layer was washed by H2O, followed by brine;. After drying over Na2SO4, solvents were evaporated under vacuum. The crude product was washed with hexanes, filtration gave the desired 2-hydroxyacetophenone derivatives as a solid in 70˜85% yield, which were used directly for the next step.

Provenance & Evidence