Hydrogen Bromide → 2-(7-Bromomethyl-9H-thioxanthen-4-yl)-6-morpholin-4-yl-pyran-4-one

Participants

Reaction Steps

A solution of 2-(7-Hydroxymethyl-9H-thioxanthen-4-yl)-6-morpholin-4-yl-pyran-4-one (3)(240 mg, 0.59 mmol) in chloroform (10 mL) was saturated with hydrogen bromide by bubbling hydrogen bromide gas through the reaction mixture until the solution became cloudy. After 18 hours, hydrogen bromide gas was again bubbled through the reaction mixture. The reaction mixture was washed with saturated NaHCO3 and water. The organic layer was dried over MgSO4, filtered and concentrated in vacuo. The brown coloured solid was dried under vacuum at 50° C. to give the crude title compound (assumed 100%) which was used without any further purification. m/z (LC-MS, ESP): 470.2 [M+H]+ (1:1, bromine isotope ratio present), R/T=3.86 mins

Provenance & Evidence