Benzoyl Peroxide → HCID 53743300, compound

Participants

Reaction Steps

To a solution of 4-acetamino-androsta-1,4-diene-3,17-dione (3.404 g, 10 mmol) in CCl4 (250 ml) were added N-bromosuccinimide (2.850 g, 16 mmol) and benzoyl peroxide (0.121 g, 0.5 mmol). The solution was heated under reflux for 1 h and then filtered to remove any insoluble material. The filtrate was washed with 5% NaHCO3 solution and with water and the organic phase evaporated to dryness under reduced pressure. The residue was triturated with a small amount of 95% EtOH to give mixture of crude 6α- and 6α-bromoacetamino-androsta-1,4-diene-3,17-dione in 90% yield (3.780 g), which was used in the following fluorination reaction without further purification.

Provenance & Evidence