Sodium Hydroxide → Permethric acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 1,1-dimethoxycarbonyl-2,2-di-methyl-3-(2,2,2-trichloroethyl)cyclopropane (8.7 g, 27.3 mmoles) prepared according to the procedure of Example 5, methanol (8 ml) and 20 percent aqueous NaOH (35 ml, 175 mmoles) is heated at 100° C. for 5 hours. Acidification of the solution with concentrated HCl precipitates 2(2,2-dichlorovinyl)-3,3-dimethylcyclopropane dicarboxylic acid (6.44 g, 93 percent) which is subjected to bulb-to-bulb distillation at 0.3 mm Hg, 110° C.-150° C. The monoacid, 2(2,2-dichlorovinyl)-3,3-dimethylcyclopropane carboxylic acid (5.31 g), distills as it is formed from decarboxylation in about 100 percent yield. The structure of the monoacid is confirmed by its infrared and nuclear magnetic resonance spectra.

Provenance & Evidence