2-Bromoethanol → HCID 21960115, compound

Participants

Reaction Steps

4-(6-Fluoro-1,2-benzisoxazol-3-yl)piperidine, hydrochloride (2.6 g, 10 mmol), 2-bromoethanol (1.3 ml, 15 mmol) and potassium carbonate (4.1 g, 30 mmol) in 25 ml dry acetone were refluxed for two hours and then stirred at 60° C. for 16 h, whereupon extra 0.4 ml (5 mmol) 2-bromoethanol was added. The mixture was then refluxed for 4 h, cooled to room temperature, concentrated in vacuo and taken up in water and methylene chloride. The organic phase was washed with water and saturated sodium chloride, dried over MgSO4 and concentrated in vacuo. Purification by column chromatography (silica gel; methylene chloride:methanol:conc. ammonium hydroxide (80:20:0.5, v/v/v)) gave 2.2 g of 2-[4(6-fluoro-1,2-benzisoxazol-3-yl)piperidino]ethanol. M.p. 119°-120° C.

Provenance & Evidence