Sodium Hydroxide → HCID 53921627, compound

Participants

Reaction Conditions

Reaction Steps

2.4 g of 7,11-dimethyl-2,4,10-dodecatrienoic acid methyl ester is dissolved in 30 ml of methylene chloride and mixed portionwise at 0°C., with stirring, with 2.4 g of m-chloroperbenzoic acid (ca 80% by wt.). Subsequently the mixture is stirred for a further 1.5 hours at 0°C. The mixture is poured on to ice, treated with 1-N sodium hydroxide, and extracted with diethyl ether. The ethereal phase is washed to neutrality, dried and evaporated. The product is chromatographed on a 50-fold amount of Kieselgel, using hexane/20% by volume ethyl acetate as the eluant. There is obtained 10,11-epoxy-7,11-dimethyl-2,4-dodecadienoic acid methyl ester, as a colorless oil; boiling point ca. 62°C/0.05 mmHg (bulb tube); nD25 = 1.4958.

Provenance & Evidence