反应详情

Tetrahydrofuran solution of 1.0M borane-tetrahydrofuran complex was added dropwise to tetrahydrofuran solution (45 mL) of 2.25 g of 4-methoxycarbonyl-3-nitrobenzoic acid and stirred at room temperature for 48 hours. Methylalcohol (2 ml) and 1N hydrochloric acid (10 ml) were added thereto and concentrated. After ethyl acetate and water were added, liquid separation was conducted. The organic layer was washed with saturated sodium hydrogen carbonate and dried over sodium sulfate. After removing the solvent, the obtained crude material was purified with silica gel column chromatography to obtain 1.33 g of methyl 4-hydroxymethyl-2-nitrobenzoate.

1. concentrationconcentrated
2. additionAfter ethyl acetate and water were added
3. customliquid separation
4. washThe organic layer was washed with saturated sodium hydrogen carbonate
5. dry with materialdried over sodium sulfate
6. customAfter removing the solvent
7. customthe obtained crude material
8. customwas purified with silica gel column chromatography