Reacción #725887

Ecuación de reacción

Paracetamol

K2CO3

ethyl bromoacetate

→

13

Rendimiento 80.1%

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

Rendimiento 80.1%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed for 16 hours
2. 2
   workup.DISTILLATIONAcetone was distilled off
3. 3
   workup.ADDITIONwater (5 liter) was added
4. 4
   FiltraciónCrude 13 was filtered
5. 5
   Otrodried
6. 6
   Otrorecrystallised from a mixture of toluene:hexane (1:5)

Procedimiento

To a mixture of Paracetamol (300 g, 1.984 mol), and anhydrous K2CO3 (1.80 Kg, 7.814 mmol) in anhydrous acetone (3 liters) was added ethyl bromoacetate (452 gr, 2.7 mol) and refluxed for 16 hours. Acetone was distilled off and water (5 liter) was added. Crude 13 was filtered, dried and recrystallised from a mixture of toluene:hexane (1:5) to give pure 13 (377 g, 80%) as a white shining powder. The melting point was found to be 104.2-106.2° C.

Fuente