Reaktion #725892

Reaktionsgleichung

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

HCl

methanol

→

18

Ausbeute 37.2%

2-(4-Amino-phenoxy)-propionic acid methyl ester

Ausbeute 37.2%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 10° C.
2. 2
   Sonstigefor 1 hour
3. 3
   Temperaturrefluxed for 48 hours
4. 4
   workup.DISTILLATIONMethanol (2.5 liter) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   ExtraktionCrude 18 was extracted into chloroform
7. 7
   Waschenwashed with 5% NaHCO3 solution, water
8. 8
   Trocknendried over Na2SO4
9. 9
   workup.DISTILLATIONdistilled

Vorschrift

To a mixture of 2-(4-Amino-phenoxy)-propionic acid 17 (240 g, 1.103 mol), in methanol (4.8 liters) was passed dry HCl gas at 10° C. for 1 hour and refluxed for 48 hours. Methanol (2.5 liter) was distilled off, ice water (1 liter) was added and the pH was adjusted to 7.5 with K2CO3. Crude 18 was extracted into chloroform, washed with 5% NaHCO3 solution, water, dried over Na2SO4 and distilled to give 18 (80 g, 37.2%) as a brown syrup. The structure was confirmed with NMR.

Quelle