反应详情

Borane-pyridine complex (160 μL, 1.50 mmol) was added to a methanol solution (5 mL) of an amine (3) (131 mg, 0.50 mmol) and 3,5-dimethylbenzaldehyde (90 μL, 0.65 mmol) at 40° C. and the mixture was stirred for 1.5 hours. The reaction mixture was allowed to cool to room temperature and extracted after addition of water with a mixed solvent (ethyl acetate: methanol=10:1), and the organic layer was washed with saturated aqueous sodium chloride solution. The organic layer was dried and concentrated, and the crude product obtained was purified by amine silica gel column chromatography (eluant:chloroform:methanol=7:1), to give a desired amine (8) as a white solid (62 mg, yield 33%).

1. extractionextracted
2. additionafter addition of water with a mixed solvent (ethyl acetate: methanol=10:1)
3. washthe organic layer was washed with saturated aqueous sodium chloride solution
4. customThe organic layer was dried
5. concentrationconcentrated
6. customthe crude product obtained
7. customwas purified by amine silica gel column chromatography (eluant:chloroform:methanol=7:1)