Water → HCID 14349129, compound

Participants

Reaction Steps

To a well-stirred solution of 4-hydroxyquinoline (2 g, 0.014 mol) and 5-bromomethyl-2-(1-hydroxyhexyl)thiophene (3.82 g, 0.014 mol) in DMSO (50 ml) was added a 2N solution of sodium hydroxide (8 ml, 0.016 mol). The mixture became warm immediately. This clear solution was stirred overnight at room temperature, and then was poured into water (200 ml). The aqueous solution was extracted thoroughly with ethyl acetate (4×30 ml). The organic extract was washed with water and brine, and then dried over MgSO4. All volatiles were removed, and the crude product was purified chromatographically (silica gel; 15% ethyl acetate in hexane) to yield 2.1 g (44%) of the pure product.

Provenance & Evidence