Water → HCID 66898038, compound

Participants

Reaction Conditions

Reaction Steps

The 2,2-dimethyl-propionic acid 4-(4-hydroxy-cyclohexylmethyl)-3-oxo-2-(2,4,6-trimethyl-phenyl)-cyclopentyl ester (100 mg) is dissolved in acetone and cooled to 0° C. The Jones reagent (1.3 ml, 167 M) is added dropwise over a period of 30 minutes. The reaction is allowed to warm to room temperature over 1 hour. The reaction is poured into water and extracted with ethyl acetate (3×50 ml). The combined organic extracts are washed with a saturated aqueous solution of sodium bicarbonate, dried over magnesium sulphate, filtered and the solvents were removed under reduced pressure to give a white crystalline solid. The solid is purified by flash chromatography to give the 2,2-dimethyl-propionic acid 3-oxo-4-(4-oxo-cyclohexylmethyl)-2-(2,4,6-trimethyl-phenyl)-cyclopentyl ester (72 mg).

Provenance & Evidence