Diethyl Ether → HCID 178458286、化合物

関与物質

反応手順

To a solution of triphenylphosphine methyl bromide (0.486 mmol) in diethyl ether (15 mL) at room temperature was added nBuLi (0.486 mmol, 2.5 M) and the suspension was stirred for 2.5 h. 1-(benzofuran-3-yl)-2-(2-(1-trityl-1H-imidazol-4-yl)phenoxy)ethanone (0.442 mmol) was added as a solution in diethyl ether (2 mL) at room temperature. After stirring overnight the reaction mixture was diluted with water (10 mL) and the product was extracted with EtOAC (3×30 mL). The combined organic extracts were dried (Na2SO4) and concentrated under reduced pressure to afford the crude product. The crude was stirred in a mixture of acetic acid (1.5 mL) and MeOH at 80° C. for 2 h. After cooling to room temperature the mixture was stripped off the solvents and the crude was diluted with satd. Na2CO3 solution and the product was extracted with EtOAc (3×30 mL). The combined organic extract was dried over Na2SO4 and concentrated to afford the crude. Chromatographic purification afforded the final product. Yield 44%. 1H NMR: 5.01 (s, 2H), 5.63 (s, 1H), 5.89 (s, 1H), 7.06 (d, 1H, J=6.69 Hz), 7.08 (d, 1H, J=5.10 Hz), 7.23-7.44 (m, 5H), 7.54 (d, 1H, J=7.59 Hz), 7.74 (s, 1H), 7.81 (s, 1H), 7.84 (s, 1H)

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