Phosphorus tribromide → HCID 20222405, compound

Participants

Reaction Steps

Phosphorus tribromide (0.03 ml) was added dropwise to a solution of N-[[3-(2-hydroxyethyl)-1H-indol-5-yl]methyl]methanesulphonamide (0.18 g) in dry THF (20 ml) stirred in an ice bath. There was an immediate reddish colour produced. The solution was stirred for 2 h and then at room temperature for a further 3.5 h, then again chilled in ice, diluted with water (40 ml) and extracted with ether (2×50 ml, 3×25 ml) combined extracts were washed with brine (3×20 ml) and dried (Na2SO4). Removal of the solvent by rotary evaporation at 35°-40° afforded the title compound as a viscous pink oil (0.22 g).

Provenance & Evidence