反应 #543539

反应方程式

[3-(2-carboxyethyl)]-3-nitropentane-1,5-dicarboxylic acid

cesium carbonate

benzylbromide

→

benzyl ester

收率 82.2%

1,5-Bis(benzyloxycarbonyl)-3-[2-(benzyloxycarbony)ethyl]-3-nitro pentane

收率 82.2%

溶剂

acetonitrile

反应条件

后处理

1. 1
   过滤Inorganic salts were filtered
2. 2
   洗涤the salts washed with acetonitrile
3. 3
   其他evaporated
4. 4
   其他to obtain an oil
5. 5
   其他Purification by chromatography over silica gel (hexane: ethyl acetate, 7:3)

实验过程

To a mixture of [3-(2-carboxyethyl)]-3-nitropentane-1,5-dicarboxylic acid (2.8 g, 0.01 mole) (prepared as described by James K. Young et al., Macromolecules, 1994, 27, 3464-34-71) and cesium carbonate (3.25 g, 0.025 mol) in acetonitrile (20.0 mL) was added benzylbromide (8.55 g, 6.0 mL, 0.05 mole) and the mixture stirred at RT for 24 h. Inorganic salts were filtered and the salts washed with acetonitrile. The filtrate and the washings were combined and evaporated to obtain an oil. Purification by chromatography over silica gel (hexane: ethyl acetate, 7:3) afforded the benzyl ester (40) as colorless viscous oil (4.5 g, yield: 82%). Mass Spectrum (M+H)hu +=548.

来源