Hydrogen Peroxide → 2-Ethyl-1-hydroxy-3-hexanone

Participants

Reaction Conditions

Reaction Steps

Into 5.90 g of 35% hydrogen peroxide solution (60.0 mmol), 720 mg of disodium phosphate dodecahydrate (2.0 mmol) and 165 mg of sodium tungstate dihydrate (0.5 mmol) were dissolved to prepare a mixed reagent (pH 6.5). After 7.3 g of 2-ethyl-1,3-hexanediol (50.0 mmol) was dissolved into 100 mL of N,N-dimethylacetamide, the resultant was heated to 90° C., and the above mixed reagent was added. After the reaction was continued at 90° C. for four hours, 100 mL of toluene and 100 g of 10% brine were added for liquid separation. The aqueous layer was extracted three times with 100 mL of toluene, and all the organic layers were combined and concentrated under reduced pressure. The concentrated liquid was separated and purified by silica gel chromatography (developing solvent hexane:ethyl acetate=3:2) to obtain oily 2-ethyl-1-hydroxy-3-hexanone. The yield was 5.33 g (73%).

Provenance & Evidence