Reacción #1520

Ecuación de reacción

acetic acid

acetic acid

4-formylbenzoic acid benzyl ester

→

4-benzyloxycarbonylbenzoic acid

Rendimiento 49.0%

Disolventes

water

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITThe oxidation of a formyl group was further carried out overnight at room temperature
2. 2
   Filtraciónthe deposited black-green crystal was collected by filtration
3. 3
   Otroby drying
4. 4
   OtroThe resultant crystal was recrystallized from acetone
5. 5
   Otroto obtain

Procedimiento

To 50 ml of an acetic acid solution containing 7.34 g (30.5 mmol) of 4-formylbenzoic acid benzyl ester were dropwise added 4.53 g (4.35 mmol) of chromic acid anhydride, 40 ml of acetic acid and 1.3 ml of water with stirring at room temperature for a period of 2 hours. The oxidation of a formyl group was further carried out overnight at room temperature. The reaction mixture was put into water, and the deposited black-green crystal was collected by filtration, followed by drying. The resultant crystal was recrystallized from acetone to obtain 4.08 g of 4-benzyloxycarbonylbenzoic acid as a white needle crystal (isolated yield: 49%).

Fuente