7-tert-Butyl-3,3-dimethyl-1-benzofuran-2(3H)-one → HCID 14672037, compound

Participants

Reaction Steps

A solution of 45 (235 mg, 1.077 mmol) in ether (5 ml) was dropwise added, with stirring and ice-cooling, to a suspension of LiAlH4 (49 mg, 1.29 mmol) in ether (5 ml). After washing a container of the solution with ether (5 ml), the washing was added to the mixture, which was warmed to room temperature and stirred for 45 minutes. The reaction mixture was added with ethyl acetate (1 ml) and 3 ml of a mixture of water and saturated ammonium chloride (1:1), and stirred for 30 minutes. Resultant slurry was removed by filtration through celite, and the filtrate was concentrated to obtain 253 mg (quant) of 46. 1H NMR (CDCl3) δ: 1.42 (9H, s, tBu), 1.44 (6H, s, 2×CH3), 3.81 (2H, s, CH2), 6.75-7.23 (3H, m, 3×Ar—H), 9.20 (1H, br s, phonemic-OH).

Provenance & Evidence