反应详情

To a 0° C. solution of 4-[2-(2-Ethoxycarbonyl-ethyl)-3-(6-oxo-hexyl)-phenoxy]-butyric acid ethyl ester (7.0 g, 17.24 mmol) and potassium carbonate (7.14 g, 51.72 mmol) in MeOH (200 mL), the Ohira's reagent (ref. cited in Synlett, 1996, 521) (6.3 g, 32.8 mmol) in MeOH (50 mL) was added slowly. The cooling bath was removed upon the end of addition and the reaction mixture stirred at room temperature for 5 hr. The reaction was then extracted with EtOAc and brine. The combined organic layers were dried over sodium sulfate then evaporated under vacuo. The crude material was purified by column chromatography using 50% EtOAc-Hexane as eluant to give the title compound (4.6 g, 71%) as a light yellow oil. HR-ES(+): calculated for C22H30O5 (M+Na)1+ 397.1985, found 397.1985.

1. customThe cooling bath was removed upon the end of addition
2. extractionThe reaction was then extracted with EtOAc and brine
3. dry with materialThe combined organic layers were dried over sodium sulfate
4. customthen evaporated under vacuo
5. customThe crude material was purified by column chromatography