HCID 19982290, compound → HCID 53977640, compound

Participants

Reaction Steps

A solution of (Z) and (E)-9-(3,4,5-triphenyl-1H-pyrazol-1-yl)-5-nonenoic acid (3:1), (850 mg, 1.9 mmol) and concentrated sulfuric acid (2 drops) in methanol (75 mL) was heated at reflux for 1.5 hours. The solvent was evaporated, the residue dissolved in CH2Cl2, washed with water and saturated sodium chloride solution before being dried over sodium sulfate. Evaporation of the solvent left an oil which was chromatographed on a column of silica gel. Elution with a mixture of hexane and ethyl acetate (17:3) containing 1% triethylamine gave methyl 9-(3,4,5-triphenyl-1H-pyrazol-1-yl)-5-nonenoate as a 3:1 ratio of (Z) to (E) geometrical isomers. MS(CI): m/e=465 (MH+).

Provenance & Evidence