Réaction #170984

Équation de réaction

1,3-dicyclohexyl carbodiimide

2-(4-nitrophenoxy)-propionic acid

2-(4-Nitrophenoxy)-propionic acid

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

2-(4-Nitrophenoxy)-propionic acid 2-hydroxy-ethyl ester

→

31

Rendement 35.1%

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

Rendement 35.1%

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   FiltrationThe solids were filtered off
2. 2
   workup.DISTILLATIONdichloromethane distilled off
3. 3
   Autreto get crude 31
4. 4
   AutreThe crude 31 was purified by column chromatography on silica gel

Mode opératoire

To a mixture of 2-(4-nitrophenoxy)-propionic acid 29 (25 g, 118.5 mmol) and 2-(4-nitrophenoxy)propionic acid 2-hydroxyethyl ester 30 (25 g, 108 mmol) in anhydrous dichloromethane (625 ml) under nitrogen atmosphere was added dropwise a solution of 1,3-dicyclohexyl carbodiimide (40 g, 194 mmol) in anhydrous dichloromethane (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 31. The crude 31 was purified by column chromatography on silica gel using hexane as eluant to get pure 31 (17 g, 35.1%) as a white powder with an m.p. between 117.5-120.5° C.

Source