反应详情

To a tetrahydrofuran (7 mL) solution of [4-[4-hydroxy-2-oxo-3[(2-phenylethyl)thio]-2H-pyran-6-yl]-phenoxy]acetic acid, ethyl ester (0.30 g, 0.70 mmol) was added 2.0M lithium borohydride (0.5 mL, 1.00 mmol). The reaction was stirred overnight. The reaction was then quenched by addition of 1N hydrochloric acid (2.0 mL) and diluted with ethyl acetate (50 mL). The organic layer was separated and washed with saturated sodium chloride and dried over anhydrous magnesium sulfate. After evaporation of the solvents in vacuo, the crude product was purified by column chromatography (silica gel--230 to 400 mesh) using 50% ethyl acetate/hexanes to 100% ethyl acetate as the eluent. m.p. 123°-125° C.; 1H NMR (400 MHz, DMSO-d6) δ 2.77 (t, 2H), 2.97 (t, 2H), 3.37 (m, 2H), 4.07 (t, 2H), 4.92 (bs, 1H), 6.68 (s, 1H), 7.09 (d, 2H), 7.19 (m, 5H), 7.75 (d, 2H).

1. customThe reaction was then quenched by addition of 1N hydrochloric acid (2.0 mL)
2. additiondiluted with ethyl acetate (50 mL)
3. customThe organic layer was separated
4. washwashed with saturated sodium chloride
5. dry with materialdried over anhydrous magnesium sulfate
6. customAfter evaporation of the solvents in vacuo
7. customthe crude product was purified by column chromatography (silica gel--230 to 400 mesh)