反应详情

To (Z)-ethyl 3-amino-2-methylbut-2-enoate (Org. Lett. 2003, 5(25) 4779-4782, 1.1 g, 7.68 mmol) in acetonitrile (15 mL) was added sodium triacetoxyborohydride (4.88 g, 23.05 mmol) in one lot at RT. After the addition of acetic acid (2.0 mL, 34.9 mmol) (pH of reaction mixture ˜6.0), the contents were stirred at RT for 2.5 h. The reaction mixture was concentrated and partitioned between dichloromethane (60 mL) and 20% NaOH (10 mL). The dichloromethane layer is dried over sodium sulfate and concentrated to yield the title compound (1.05 g, 7.23 mmol, 94% yield) as an oil, which was used as such for the subsequent step without further purification. MS found: (M+H)+=146.1.

1. concentrationThe reaction mixture was concentrated
2. custompartitioned between dichloromethane (60 mL) and 20% NaOH (10 mL)
3. dry with materialThe dichloromethane layer is dried over sodium sulfate
4. concentrationconcentrated