Reacción #56532

Ecuación de reacción

a-n-butyl-2,4-dichlorobenzyl cyanide

pyridine

paraformaldehyde

→

2-cyano-2-(2.4-dichlorophenyl)hexan-1-ol

Disolventes

benzene triethylammonium hydroxide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added 1 ml
2. 2
   workup.ADDITIONThe reaction mixture is poured into 300 ml
3. 3
   Extracciónof water and extracted with ether
4. 4
   LavadoThe combined ether extracts are washed with water, saturated sodium chloride solution
5. 5
   Secadodried over magnesium sulfate
6. 6
   OtroThe solvent is evaporated
7. 7
   Otroto give 5.6g

Procedimiento

To an ice cold stirred solution of a-n-butyl-2,4-dichlorobenzyl cyanide (5g., 0.02 mole) in 20 ml. of pyridine containing a suspension of paraformaldehyde (2.4g., 0.08 mole) is added 1 ml. of benzene triethylammonium hydroxide. The mixture is stirred under nitrogen at room temperature for 16 hours. The reaction mixture is poured into 300 ml. of water and extracted with ether. The combined ether extracts are washed with water, saturated sodium chloride solution and dried over magnesium sulfate. The solvent is evaporated to give 5.6g. of a thick oil, which is identified by nmr.

Fuente