Reaktion #56532

Reaktionsgleichung

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

pyridine

paraformaldehyde

→

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

Lösungsmittel

benzene triethylammonium hydroxide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle