Malonic Acid → HCID 54076284, compound

Participants

Reaction Steps

A mixture of 3,3-diphenyl-4-oxo-hexanal (45 mg)[from Example 2], malonic acid (40 mg) and pyridine (1.5 ml) was heated at 80°-90° C. for 18 hours, with stirring. The volatiles were removed in vacuo and the residue was partitioned between water and chloroform (3×). The combined extracts were washed with water and dried (Na2SO4). Rotary evaporation of the solution gave a crude material which was purified by PTLC. Development with hexane/ethyl acetate (2:1) produced two bands. The lower band which was near the origin was scraped off the plate and eluted with methanol. Rotary evaporation of the solution yielded 38 mg of 5,5-diphenyl-6-oxo-3-octenoic acid.

Provenance & Evidence