Reacción #725892

Ecuación de reacción

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

HCl

methanol

→

18

Rendimiento 37.2%

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

Rendimiento 37.2%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 10° C.
2. 2
   Otrofor 1 hour
3. 3
   Temperaturarefluxed for 48 hours
4. 4
   workup.DISTILLATIONMethanol (2.5 liter) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   ExtracciónCrude 18 was extracted into chloroform
7. 7
   Lavadowashed with 5% NaHCO3 solution, water
8. 8
   Secadodried over Na2SO4
9. 9
   workup.DISTILLATIONdistilled

Procedimiento

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.

Fuente