反应详情

5-Benzyloxy-4-tert-butyl-2-formylbenzofuran (5.0 g, 16 mmol) was dissolved in a 25:1 mixed solution (260 ml) of ethyl acetate and acetic acid. After adding 10% Pd on carbon (5.0 g), the solution was stirred under a hydrogen atmosphere for 48 h. After filtering off the Pd on carbon, the filtrate was washed with a saturated aqueous solution of sodium hydrogen carbonate, dried over anhydrous magnesium sulfate and concentrated. The concentrate was subjected to silica gel chromatography and eluted with a solvent system consisting of a 4:1 mixture of hexane and ethyl acetate to afford 4-tert-butyl-5-hydroxy-2-hydroxymethyl-2,3-dihydrobenzofuran [3.1 g (yield, 87%)] as a colorless oil.

1. filtrationAfter filtering off the Pd on carbon
2. washthe filtrate was washed with a saturated aqueous solution of sodium hydrogen carbonate
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated
5. washeluted with a solvent system
6. additionconsisting of a 4:1 mixture of hexane and ethyl acetate