反応 #725919

反応方程式

1,3-dicyclohexyl carbodiimide

2-(4-nitrophenoxy) propionic acid

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

2-(4-nitrophenoxy)propionic acid 2-hydroxyethyl ester

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

→

49

収率 35.1%

2-(4-Nitrophenoxy)propionic acid 2-[2-(4-nitrophenoxy)propionyloxy]ethyl ester

収率 35.1%

溶媒

dichloro-methane

dichloromethane

反応条件

後処理

1. 1
   ろ過The solids were filtered off
2. 2
   workup.DISTILLATIONdichloromethane distilled off
3. 3
   その他to get crude 49
4. 4
   その他The crude 49 was purified by column chromatography on silica gel

実験手順

To a mixture of 2-(4-nitrophenoxy) propionic acid 47 (25 grams, 118.5 mmol) and 2-(4-nitrophenoxy)propionic acid 2-hydroxyethyl ester 48 ( 25 grams, 108 mmol) in anhydrous dichloromethane (625 ml) under nitrogen atm. was added dropwise a solution of 1,3-dicyclohexyl carbodiimide (40 g, 194 mmol) in anhydrous dichloro-methane (250 ml). The reaction mixture was stirred at room temperature for 8 hours. The solids were filtered off and dichloromethane distilled off to get crude 49. The crude 49 was purified by column chromatography on silica gel using hexane as eluant to get pure 49 (17 g, 35.1%) as a white powder.

出典