Reacción #2045005

Ecuación de reacción

(4-Aminophenoxy)acetic acid HCl

(4-Amino-phenoxy)acetic acid HCl

HCl

methanol

→

15

Rendimiento 58.5%

(4-Amino-phenoxy)-acetic acid methyl ester

Rendimiento 58.5%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 10° C.
2. 2
   Otrofor 1 hour
3. 3
   Temperaturarefluxed for 10 hours
4. 4
   workup.DISTILLATIONMethanol (3.5 liters) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   FiltraciónCrude 15 was filtered
7. 7
   Otrodried
8. 8
   Otrorecrystallised from a mixture of chloroform:hexane (1:5)

Procedimiento

To a mixture of (4-Aminophenoxy)acetic acid HCl 14 (250 g, 1.228 mol), in methanol (5 L) was passed dry HCl gas at 10° C. for 1 hour and refluxed for 10 hours. Methanol (3.5 liters) was distilled off, ice water (1 liter) was added and the pH was adjusted to 7.5 with K2CO3. Crude 15 was filtered, dried and recrystallised from a mixture of chloroform:hexane (1:5) to give pure 15 (130 g, 58.5%) as a light brown powder. The melting point was found to be 65-66.8° C.

Fuente