Réaction #2045008

Équation de réaction

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

HCl

methanol

→

18

Rendement 37.2%

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

Rendement 37.2%

Conditions de réaction

Traitement

1. 1
   Autreat 10° C.
2. 2
   Autrefor 1 hour
3. 3
   Températurerefluxed for 48 hours
4. 4
   workup.DISTILLATIONMethanol (2.5 liter) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   ExtractionCrude 18 was extracted into chloroform
7. 7
   Lavagewashed with 5% NaHCO3 solution, water
8. 8
   Séchagedried over Na2SO4
9. 9
   workup.DISTILLATIONdistilled

Mode opératoire

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.

Source