Reaktion #2045005

Reaktionsgleichung

(4-Aminophenoxy)acetic acid HCl

(4-Amino-phenoxy)acetic acid HCl

HCl

methanol

→

15

Ausbeute 58.5%

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

Ausbeute 58.5%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 10° C.
2. 2
   Sonstigefor 1 hour
3. 3
   Temperaturrefluxed for 10 hours
4. 4
   workup.DISTILLATIONMethanol (3.5 liters) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   FiltrationCrude 15 was filtered
7. 7
   Sonstigedried
8. 8
   Sonstigerecrystallised from a mixture of chloroform:hexane (1:5)

Vorschrift

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.

Quelle