Reacción #725899

Ecuación de reacción

4-aminophenol

sodium bicarbonate

benzyloxy acetyl chloride

→

26

Rendimiento 48.9%

2-Benzyloxy-N-(4-hydroxy-phenyl)-acetamide

Rendimiento 48.9%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solids were filtered off
2. 2
   workup.ADDITIONcold water (500 ml) was added
3. 3
   ExtracciónCrude 26 was extracted into chloroform
4. 4
   Lavadowashed with 5% sodium bicarbonate solution (2×100 ml), water (2×100 ml)
5. 5
   Secadodried over sodium sulphate
6. 6
   workup.DISTILLATIONdistilled
7. 7
   OtroThe crude 26 was purified by column chromatography on silica gel

Procedimiento

To mixture of 4-aminophenol (20 g, 183.2 mmol) and sodium bicarbonate (17 grams, 202 mmol) in acetone (150 ml) at 0° C. was added benzyloxy acetyl chloride (40 g, 216.8 mmol) drop wise, followed by stirring at room temperature for 20 hours. The solids were filtered off, and cold water (500 ml) was added. Crude 26 was extracted into chloroform, washed with 5% sodium bicarbonate solution (2×100 ml), water (2×100 ml), dried over sodium sulphate and distilled. The crude 26 was purified by column chromatography on silica gel using chloroform as eluant to get pure 26 (23 g, 48.9%) as a light orange syrup.

Fuente