Reacción #1894

Ecuación de reacción

2-acetylamino-5-chloro-2'-methoxybenzophenone

sodium hydroxide

→

2-amino-5-chloro-2'-hydroxybenzophenone

Rendimiento 98.1%

Disolventes

hydrogen bromide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated for 2 hours
2. 2
   Temperaturaunder reflux
3. 3
   Extracciónwas subjected to extraction with 200 ml of ethyl acetate
4. 4
   LavadoThe extract solution was washed with water
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was then distilled off under reduced pressure
7. 7
   OtroThe residue was purified by means of silica gel column chromatography (eluent, hexane:ethyl acetate=5:1)

Procedimiento

A mixture of 10 g of 2-acetylamino-5-chloro-2'-methoxybenzophenone and 100 ml of 47% hydrogen bromide was heated for 2 hours under reflux. The solution was rendered neutral with sodium hydroxide, and was subjected to extraction with 200 ml of ethyl acetate. The extract solution was washed with water and dried over anhydrous magnesium sulfate; the solvent was then distilled off under reduced pressure. The residue was purified by means of silica gel column chromatography (eluent, hexane:ethyl acetate=5:1) to yield 8.0 g of 2-amino-5-chloro-2'-hydroxybenzophenone as needles.

Fuente