Реакция #2045005

Уравнение реакции

(4-Aminophenoxy)acetic acid HCl

(4-Amino-phenoxy)acetic acid HCl

HCl

methanol

→

15

Выход 58.5%

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

Выход 58.5%

Условия реакции

Обработка

1. 1
   Другоеat 10° C.
2. 2
   Другоеfor 1 hour
3. 3
   Температураrefluxed for 10 hours
4. 4
   workup.DISTILLATIONMethanol (3.5 liters) was distilled off
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   ФильтрацияCrude 15 was filtered
7. 7
   Другоеdried
8. 8
   Другоеrecrystallised from a mixture of chloroform:hexane (1:5)

Методика

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.

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