反应 #2393783

反应方程式

3-benzyloxycyclobutan-1-one

sodium borohydride

→

cis-3-benzyloxy-1-hydroxycyclobutane

收率 92.0%

溶剂

ethanol

反应条件

后处理

1. 1
   过滤The mixture was filtered
2. 2
   洗涤washing with ethanol
3. 3
   浓缩the filtrate was concentrated
4. 4
   过滤Filtration through a plug of silica
5. 5
   洗涤eluting with ethyl acetate

实验过程

A mixture of 3-benzyloxycyclobutan-1-one (0.92 g, 5.22 mmol) (Ogura et al., Bull. Chem. Soc. Jpn., 1984, 57, 1637-1642) and sodium borohydride (0.20 g, 5.29 mmol) in ethanol (15 ml) was stirred at room temperature for 3.5 h. The mixture was filtered, washing with ethanol, and the filtrate was concentrated. Filtration through a plug of silica, eluting with ethyl acetate, gave cis-3-benzyloxy-1-hydroxycyclobutane (0.854 g, 92%) as a colourless oil; 1H NMR (250 MHz, CDCl3) δ1.75-2.00 (2H, m), 2.65-2.79 (2H, m), 3.62 (1H, qn, J=7 Hz), 3.90 (1H, broad qn, J=7 Hz), 4.41 (2H, s), 7.23-7.47 (5H, m).

来源