Реакция #2045036

Уравнение реакции

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

Выход 35.1%

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

Выход 35.1%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   ФильтрацияThe solids were filtered off
2. 2
   workup.DISTILLATIONdichloromethane distilled off
3. 3
   Другоеto get crude 49
4. 4
   ДругоеThe crude 49 was purified by column chromatography on silica gel

Методика

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 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 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.

Источник