Triethylamine → 11beta-Chloroacetoxy-3alpha-hydroxy-5alpha-pregnan-20-one

Participants

Reaction Steps

Chloroiridic acid reagent (10 ml) was neutralised to pH7 with triethylamine (1.1 ml), and to it was added 11β-chloroacetoxy-5α-pregnane-3,20-dione (880 mg). The solution was refluxed for 4 hours, and then cooled and diluted with water. The oily precipitate was extracted into ether/ethyl acetate, and the organic layer was washed with water, dried over sodium sulphate and evaporated to a yellow foam (875 mg) which was purified by preparative TLC in ethyl acetate/petrol (1/1) to give title compound (750 mg) as a white foam, [α]D +100° (c 0.62%).

Provenance & Evidence