Реакция #170955

Уравнение реакции

Ethyl bromoacetate

paracetamol

K2CO3

→

1

Выход 80.1%

(4-Acetylamino-phenoxy)-acetic acid ethyl ester

Выход 80.1%

Растворители

acetone

Условия реакции

Обработка

1. 1
   Температураrefluxed for 16 hours
2. 2
   workup.DISTILLATIONAcetone was distilled
3. 3
   workup.ADDITIONwater (5 L) was added
4. 4
   ФильтрацияCrude 1 was filtered
5. 5
   Другоеdried
6. 6
   Другоеrecrystallised from a mixture of toluene:hexane (1:5)

Методика

Ethyl bromoacetate (452 g, 2.7 mol.) was added to a mixture of paracetamol (300 g, 1.984 mol) and anhydrous K2CO3 (1.80 kg, 7.814 mmol) in anhydrous acetone (3 L) and refluxed for 16 hours. Acetone was distilled and water (5 L) was added. Crude 1 was filtered, dried and recrystallised from a mixture of toluene:hexane (1:5) to give pure 1 (377 grams, 80%) as a white shining powder. The melting point was found to be 104.2-106.2° C.

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