Réaction #589027

Équation de réaction

(4—Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl ester

hydrogen

→

25

Rendement 78.0%

(4-Amino-phenoxy)-acetic acid-2-[2-(4-amino-phenoxy)-acetoxy]-ethyl ester

Rendement 78.0%

Solvants

dimethyl formamide

Conditions de réaction

Traitement

1. 1
   AutreThe catalyst was removed by filtration and ice water (2.5 L)
2. 2
   workup.ADDITIONwas added to the filtrate
3. 3
   FiltrationCrude 25 was filtered off
4. 4
   Autredried
5. 5
   Autrerecrystallised in a mixture of methanol:chloroform (1:1)

Mode opératoire

(4—Nitrophenoxy)-acetic acid-2-[2-(4-nitrophenoxy)-acetoxy]-ethyl ester 24 (100 g, 238 mmol) was dissolved in dry dimethyl formamide (500 ml) in a pressure vessel, palladium on carbon (5%, 22 g) was added, and the mixture stirred under an atomsphere of hydrogen (4 kg) for 6 hours. The catalyst was removed by filtration and ice water (2.5 L) was added to the filtrate. Crude 25 was filtered off, dried and recrystallised in a mixture of methanol:chloroform (1:1) to give pure 25 (65 g, 78%) as a light brown shining powder with an m.p. between 124-125.8° C.

Source