反应详情

A mixture of 9.0 g (0.035 mole) of methyl 2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropane-1-carboxylate (compound Z, C/T=75/25) in 30 ml of a 20% aqueous solution of sodium hydroxide (0.15 mole) and 10 ml of methanol was heated to 98° over 30 minutes. Heating was continued at this temperature for 5 hours. The reaction mixture was cooled, washed with ether, and the aqueous phase made acidic by the addition of concentrated hydrochloric acid. The acidic mixture was extracted with ether, and the ether extracts were combined, washed with brine, dried over magnesium sulfate, and concentrated to give, after distillation, 5.68 g (78% yield) of methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylic acid, the acid corresponding to compound C, 95% purity, C/T=78/22.

1. temperaturewas heated to 98° over 30 minutes
2. temperatureHeating
3. temperatureThe reaction mixture was cooled
4. washwashed with ether
5. additionthe aqueous phase made acidic by the addition of concentrated hydrochloric acid
6. extractionThe acidic mixture was extracted with ether
7. washwashed with brine
8. dry with materialdried over magnesium sulfate
9. concentrationconcentrated
10. customto give