반응 #543539

반응 방정식

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

cesium carbonate

benzylbromide

→

benzyl ester

수율 82.2%

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

수율 82.2%

용매

acetonitrile

반응 조건

후처리

1. 1
   여과Inorganic salts were filtered
2. 2
   세척the salts washed with acetonitrile
3. 3
   기타evaporated
4. 4
   기타to obtain an oil
5. 5
   기타Purification by chromatography over silica gel (hexane: ethyl acetate, 7:3)

실험 절차

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.

출처