Hydrochloric Acid → (E)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)but-2-en-1-one

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Reaction Steps

100 g of 2,6,6-trimethyl-1-[4-hydroxy-hepta-1,6-dien-4-yl]-cyclohex-2-ene have been added at room temperature and under stirring to a solution of 80 g of potassium tert-butoxide in 180 ml of dimethylformamide, while the temperature raised to 60°. After having been left at this temperature for 6 min., the mixture is put into an aqueous HCl solution (150 ml of conc. HCl/200 ml H2O). A vapour phase distillation has given 4 l of distillate which was then extracted with petrol ether (80°-100°). After the usual treatments of separation, drying and evaporation of the organic extracts, 71 g of a mixture of iso- α-damascone and α-damascone were obtained.

Provenance & Evidence