Chloranil → HCID 53714059, compound

Participants

Reaction Steps

415 mg of 16-oxaandrost-4-ene-3,17-dione, 768 mg of 2,3,5,6-tetrachloro-1,4-benzoquinone and 30 ml of t-butanol were refluxed overnight. The insoluble matters were removed from the reaction mixture, the solvent was distilled out, water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium bicarbonate solution, water and saturated saline, and then dried over anhydrous magnesium sulfate. The solvent was distilled out, and the resultant crude product was purified by TLC [developing solvent; chloroform: acetone (39:1)) to obtain 220 mg of 16-oxaandrosta-4,6-diene-3,17-dione.

Provenance & Evidence