Methanol → 1-Cyclohexene-1,2-dicarboxylic acid, 1,2-dimethyl ester

Participants

Reaction Steps

3,4,5,6-tetrahydrophthalic anhydride (3.04 g, 0.02 mol) was disolved in methanol (25 ml) and refluxed for 2 hours. The solution was then cooled to ice bath temperature and a solution of diazomethane in diethyl ether was added dropwise until a yellow colour persisted. The solution was then allowed to stand overnight, after which time the solvent was removed in vacuo to give the title compound In 93% yield. δH (90 MHz, CDCl3) 3.66 (s,6H), 2.20 (s,4H), 1.66 ppm (s,6H)

Provenance & Evidence