反应详情

To a solution of the amine (4) (131 mg, 0.50 mmol) and 3,5-dimethylbenzaldehyde (90 μL, 0.65 mmol) in methanol (5 mL) was added borane-pyridine complex (160 μL, 1.50 mmol) at 40° C. and the resulting mixture was stirred for 1.5 hours. The reaction mixture was cooled to room temperature and water was added thereto, followed by extraction with a mixed solvent (ethyl acetate:methanol=10:1) and subsequent washing of the organic layer with saturated brine. The organic layer was dried and concentrated and the obtained crude product was purified by amine silica gel column chromatography (eluent; chloroform:methanol=7:1) to obtain the desired amine (9) as a white solid (62 mg, Yield: 33%).

1. extractionfollowed by extraction with a mixed solvent (ethyl acetate:methanol=10:1)
2. washsubsequent washing of the organic layer with saturated brine
3. customThe organic layer was dried
4. concentrationconcentrated
5. customthe obtained crude product
6. customwas purified by amine silica gel column chromatography (eluent; chloroform:methanol=7:1)