Reacción #96095

Ecuación de reacción

p-toluene-sulfonic acid

toluene

toluene water

→

4-Phenyl-2-Indanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroazeotrope collected in a Dean-Stark trap
2. 2
   TemperaturaThe mixture was cooled
3. 3
   Lavadoeluted first with toluene
4. 4
   Concentraciónconcentrated
5. 5
   Otroto give
6. 6
   Otroafter crystallization from toluene, 44.5 g of 4-phenyl-2-indanol, mp 71°-73° C

Procedimiento

A solution of the 79.6 g of oil and 0.1 g of p-toluene-sulfonic acid in 350 ml of toluene was heated at reflux for 15-20 minutes during which a toluene/water azeotrope collected in a Dean-Stark trap. The mixture was cooled, placed on a silica gel chromatography column, and eluted first with toluene, then with 1:1 toluene/ethyl acetate. Appropriate fractions were combined and concentrated to give, after crystallization from toluene, 44.5 g of 4-phenyl-2-indanol, mp 71°-73° C. The nmr spectrum was consistent with the proposed structure.

Fuente