Cyclopropyl methyl ketone → 1,3-Dicyclopropylpropane-1,3-dione

Participants

Reaction Conditions

Reaction Steps

Cyclopropyl methyl ketone (10.8 g; 0.2 mol) and MCPC (40 mL; 0.4 mol; 2 equiv) were dissolved in DMSO (100 mL) and sodium methoxide (21.6 g; 0.4 mol; 2 equiv) was added. The resulting mixture was heated to 50-55° C. for 4-6 h and then cooled overnight to room temperature, The reaction mixture was quenched into 100 mL of 18% HCl. Water (50 mL) and toluene (50 mL) were added. The layers were thoroughly mixed and allowed to settle. The lower aqueous layer was removed and extracted with a second portion of toluene (25 mL). The combined toluene solution was washed with water (50 mL), dried with sodium sulfate, and concentrated. The residue was vacuum distilled to afford two fractions which were 92 and 99.5% pure 10, respectively.

Provenance & Evidence