반응 #2045041

반응 방정식

1,3-dicyclohexylcarbodiimide

4-nitrophenoxyacetic acid-2-hydroxyethyl ester

(4-Nitro-phenoxy)-acetic acid-2-hydroxy-ethyl ester

2-(4-nitrophenoxy)propionic acid

2-(4-Nitro-phenoxy)-propionic acid

→

55

수율 29.8%

2-(4-Nitro-phenoxy)-propionic acid 2-[2-(4-nitro-phenoxy)-acetoxy]-ethyl ester

수율 29.8%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   여과The solids were filtered off
2. 2
   workup.DISTILLATIONdichloromethane distilled off
3. 3
   기타to get crude 55
4. 4
   기타The crude 55 was purified by column chromatography on silica gel

실험 절차

To a mixture of 4-nitrophenoxyacetic acid-2-hydroxyethyl ester 41 (100 g, 410 mmol) and 2-(4-nitrophenoxy)propionic acid 47 (95 g, 450 mmol) in anhydrous dichloromethane (1000 ml) under nitrogen atm. was added a solution of 1,3-dicyclohexylcarbodiimide (240 g, 1160 mmol) in anhydrous dichloromethane (600 ml) dropwise. The reaction mixture was stirred at room temperature for 12 hrs. The solids were filtered off and dichloromethane distilled off to get crude 55. The crude 55 was purified by column chromatography on silica gel using benzene as eluant to give pure 55 (53 g, 29%) as a yellow low melting solid.

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