Reaktion #56544

Reaktionsgleichung

α-phenethyl-2,4-dichlorobenzyl cyanide

pyridine

paraformaldehyde

benzyl triethylammonium hydroxide

→

2-cyano-2-(2,4-dichlorophenyl)-4-phenyl butan-1-ol

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONis added 1 ml
2. 2
   Extraktionextracted with ether
3. 3
   WaschenThe combined ether extracts are washed with water, saturated sodium chloride solution
4. 4
   Trocknendried over magnesium sulfate
5. 5
   SonstigeThe solvent is evaporated
6. 6
   Sonstigeto give 25.4 g

Vorschrift

To an ice cold stirred solution of α-phenethyl-2,4-dichlorobenzyl cyanide (26.5 g., 0.09 mole) in 200 ml. of pyridine containing a suspension of paraformaldehyde (11 g., 0.35 mole) is added 1 ml. of benzyl triethylammonium hydroxide. The mixture is stirred under nitrogen at room temperature for 24 hours. The reaction mixture is poured into 1 liter 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 25.4 g. of a thick oil, which is identified by nmr.

Quelle