反应详情

Sodium borohydride (4 g) was added in portions to a stirring solution of crude 5-bromo-2-methoxy-3-nitrobenzaldehyde (20.5 g) in methanol (350 mL) and tetrahydrofuran (150 mL) at 0° C. After 1 h, the methanol was removed in vacuo. The residue was treated with cold water (150 mL) and extracted with diethyl ether (2×150 mL). The combined organic layer was evaporated in vacuo to give a crude oil. Silica gel chromatography eluting with ethyl acetate in petroleum ether (10–40%) gave the title compound (17 g) as a solid.

1. customthe methanol was removed in vacuo
2. additionThe residue was treated with cold water (150 mL)
3. extractionextracted with diethyl ether (2×150 mL)
4. customThe combined organic layer was evaporated in vacuo
5. customto give a crude oil
6. washSilica gel chromatography eluting with ethyl acetate in petroleum ether (10–40%)