Bromine → HCID 54567611, compound

Participants

Reaction Steps

A solution of 23-2 (26.3 g, 106 mmol) was warmed on a steam bath in 110 mL of HCOOH with 592 mg (10.6 mmol) of Fe powder. Bromine (7.6 mL, 147.4 mmol) in 50 mL of HCOOH was added by dropping funnel over a period of 10 min. The reaction mixture was stirred an additional 1 h , cooled and poured onto ice. The resulting gum was taken up in 500 mL of EtOAc and washed with sat'd Na2S2O3 (2×150 mL), water (5×100 mL), sat'd NaHCO3 (3×100 mL) and brine (50 mL), dried (MgSO4) and concentrated to afford product 23-3 as a white solid.

Provenance & Evidence