Reacción #96093

Ecuación de reacción

hydrogen peroxide

7-phenyl-1H-indene

→

4-phenyl-2-indanone

Disolventes

formic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto rise to 41° C
2. 2
   workup.ADDITIONUpon complete addition the reaction mixture
3. 3
   ConcentraciónThe reaction mixture was concentrated under reduced pressure
4. 4
   Otroto give a residual semi-solid which
5. 5
   workup.DISTILLATIONwas subjected to steam distillation in the presence of aqueous dilute sulfuric acid
6. 6
   FiltraciónThe steam distillates were filtered

Procedimiento

A stirred solution of 53.2 ml of formic acid and 10.5 ml of 30% hydrogen peroxide was heated to 35° C., and 14.5 g (0.075 mole) of 7-phenyl-1H-indene was added dropwise causing the reaction mixture temperature to rise to 41° C. Upon complete addition the reaction mixture was allowed to cool to ambient temperature and was stirred for 16 hours. The reaction mixture was concentrated under reduced pressure to give a residual semi-solid which was subjected to steam distillation in the presence of aqueous dilute sulfuric acid. The steam distillates were filtered to give 1.84 g of 4-phenyl-2-indanone; m.p. 133°-136° C. The nmr and the ir spectra were consistent with the proposed structure.

Fuente