Hydrochloric Acid → 1,3-Dicyclopropylpropane-1,3-dione

Participants

Reaction Conditions

Reaction Steps

Methylcyclopropanecarboxylate (20.2 ml, 286.3 mmol) was added to a stirred solution of 1-cyclopropylethanone (9 ml, 152.4 mmol) in dimethylsulfoxide (25 ml). Sodium methoxide powder (10.8 g, 200 mmol) was added, and the reaction was stirred at 55° C. for 8 hours. The reaction mixture was then cooled, diluted with toluene (200 ml), neutralised with 6M hydrochloric acid (50 ml), separated and then extracted with toluene (100 ml). The combined extracts were washed with sodium carbonate (150 ml), dried over magnesium sulphate and evaporated in vacuo to provide the title compound (14.9 g, 78%) as a mixture 2:1 enol:ketone forms.

Provenance & Evidence