Methyl vinyl ketone → Cyclohexane ethylacetate

Participants

Reaction Conditions

Reaction Steps

Methyl vinyl ketone (1.16 g, 0.016 mol) and p-methylsulfanylbenzaldehyde (2.4 g, 0.016 mol) were reacted in the presence of 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (0.837 g, 0.0032 mol) and triethylamine (1.14 g, 0.011 mol). b) Stir the reaction mixture at 75° C. under a nitrogen atmosphere for 24 h. c) Cool the mixture to room temperature, add ice and 30 mL of concentrated HCl to the mixture until pH 2. d) Stir for 30 min. e) Extract with ethyl acetate and neutralize the combined organic fractions with an aqueous solution of NaHCO3. f) Dry the organic fraction on anhydrous sodium sulphate for 3 h. g) Purify the product by column chromatography on aluminium oxide (Brockmann grade II-III), eluting with a 3:1 cyclohexane/ethyl acetate mixture (53% yield). 1′) Alternative Method of Preparation of Compound having Formula 4a

Provenance & Evidence