Reacción #8495

Ecuación de reacción

HCl

2-[2-(4-fluorophenyl)ethyl]benzonitrile

NaOH

H2O

→

2-[2-(4-Fluorophenyl)ethyl]benzoic acid

Disolventes

ethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated to 190 C for 69 h
2. 2
   Temperaturato cool
3. 3
   ExtracciónThis mixture was extracted with CHCl3 (1×100 mL)
4. 4
   Lavadothe organic layer was then washed with H2O (2×50 mL)
5. 5
   SecadoThe organic layer was dried (anh. Na2SO4)
6. 6
   Otrorotary evaporated (90° C.)

Procedimiento

A mixture of 2-[2-(4-fluorophenyl)ethyl]benzonitrile (8.03 g, 35.6 mmol, 1 equiv) and aq. NaOH (10N; 16 mL, 160 mmol, 4.5 equiv) in ethylene glycol (100 mL) was heated to 190 C for 69 h. After allowing the reaction mixture to cool, H2O (300 mL) was added, followed by 12N HCl (16 mL). This mixture was extracted with CHCl3 (1×100 mL) and the organic layer was then washed with H2O (2×50 mL). The organic layer was dried (anh. Na2SO4) and rotary evaporated (90° C.). This provided 7.44 g (85.4%) of a light-yellow solid.

Fuente