Hydrogen Bromide → HCID 57503314, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 174 (788 mg, 2.24 mmol) in aqueous HBr (48%, 8 ml) cooled to 0° C. is added dropwise a solution of NaNO2 (232 mg, 3.36 mmol) in water (2 ml). The mixture is stirred at 0° C. for 30 minutes and CuBr (482 mg, 3.36 mmol) is added in 3 portions. The mixture is stirred at 0° C. for 30 minutes then allowed to warm to room temperature in 2 hours. Concentrated NH4OH is added dropwise to the solution until the pH≧7. The mixture is then extracted with EtOAc (3×15 ml) and the combined extracts are washed with brine (15 ml), dried (Na2SO4) and evaporated. The brown solid obtained it washed with ether (4 ml) then hexane (6 ml), which gives 175 as a light brown solid.

Provenance & Evidence