反应详情

To a solution of 6-benzyloxy-4-formyl-7-methoxy-1-(3-methoxy-benzyl)-1H-isoquinoline-2-carboxylic acid ethyl ester (85 mg, 0.17 mmol) in methanol (3 mL) was added powdered potassium hydroxide (97.7 mg, 1.75 mmol) at room temperature. The mixture was stirred at room temperature for 14 hrs. The solvent was evaporated and the residue was diluted with water (20 mL). The aqueous phase was extracted with ethyl acetate (2×20 mL). The combined extracts were washed with saturated aqueous sodium chloride solution (20 mL), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to afford a crude oil. Flash chromatography (Merck Silica gel 60, 70–230 mesh, 50% ethyl acetate/hexane, 75% ethyl acetate/hexane, ethyl acetate) afforded 6-benzyloxy-7-methoxy-1-(3-methoxy-benzyl)-isoquinoline-4-carbaldehyde as a colorless oil (30 mg, 42% yield).

1. customThe solvent was evaporated
2. additionthe residue was diluted with water (20 mL)
3. extractionThe aqueous phase was extracted with ethyl acetate (2×20 mL)
4. washThe combined extracts were washed with saturated aqueous sodium chloride solution (20 mL)
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customto afford a crude oil