Acetone → HCID 12804608, compound

Participants

Reaction Steps

Jones reagent was added dropwise to a stirred solution of the product of Preparation 11 (3.095 g) in acetone (225 ml) until the reagent colour was not discharged. After 2.5 h the mixture was diluted with water (300 ml) and brought to pH 10 with 0.88 NH3 solution. The mixture was shaken with ether (250 ml) and the total liquid was filtered. The aqueous phase was separated and extracted with ether (250 ml) and the combined organic phase was washed with water (×2), dried and evaporated to leave an oil (2.099 g). A sample (0.5 g) was purified by preparative t.l.c. using CHCl3 :MeOH (19:1) and crystallised from petrol to give the total compound m.p. 91°-93° C., [α]D -14°.

Provenance & Evidence