p-Toluenesulfonic acid → 2,2-Dimethyl 3-(3-isobutoxy 3-oxo-1-propenyl) cyclopropane-1-carboxylic acid

Participants

Reaction Steps

Into 20 cm3 of toluene are introduced 2.1 g of tertbutyl (1R cis, ΔZ) 2,2-dimethyl 3-(3-isobutoxy 3-oxo 1-propenyl) cyclopropane-1-carboxylate and 0.1 g of paratoluene sulphonic acid, the whole is taken to reflux and maintained there for 20 minutes, concentrated to dryness by distillation under reduced pressure and chromatographed on silica eluting with a mixture of hexane and ethyl acetate (7:3) containing 1% of acetic acid and 1.53 g of (1R cis, ΔZ) 2,2-dimethyl 3-(3-isobutoxy 3-oxo-1-propenyl) cyclopropane-1-carboxylic acid are obtained.

Provenance & Evidence