Hydrochloric Acid → HCID 54457144, compound

Participants

Reaction Steps

To a glass tube was added maleic anhydride (73.3 mg., 0.75 mmole) and 1,1-dichloro-2,2-dimethylcyclopropane (119.3 mg., 0.86 mmole). The tube was sealed and heated at 165°-170°C. for 6-8 hours. The tube was allowed to cool and was opened (caution HCl pressure). The initially liquid product mixture crystallized with vigorous evolution of hydrogen chloride. Extraction of the crude solid (m.p. 60°-70°C.) with boiling n-hexane gave 1-chloro-2-methylcyclohexene-4,5-dicarboxylic anhydride (20.5 mg., 10 percent yield, white plates m.p. 76°-78°C.). The melting point of 1-chloro-2-methylcyclohexene-4,5-dicarboxylic anhydride as reported in the literature, J. Applied Chem. (London) 3, 145 (1953), is 79°-80°C.

Provenance & Evidence