Reacción #725919

Ecuación de reacción

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

Rendimiento 35.1%

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

Rendimiento 35.1%

Disolventes

dichloro-methane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solids were filtered off
2. 2
   workup.DISTILLATIONdichloromethane distilled off
3. 3
   Otroto get crude 49
4. 4
   OtroThe crude 49 was purified by column chromatography on silica gel

Procedimiento

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.

Fuente