Reaktion #95969

Reaktionsgleichung

4-benzylcyclohexanone

potassium cyanide

dimethylamine hydrochloride

methanol

→

4-benzyl-1-cyano-1-(dimethylamino)cyclohexane hydrochloride

Ausbeute 61.0%

Lösungsmittel

dimethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   ExtraktionThe mixture was then extracted thoroughly with CH2Cl2
2. 2
   Einengenthe organic layer was concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in diethyl ether
4. 4
   Sonstigethe basic material was precipitated with 2 N HCl in diethyl ether
5. 5
   SonstigeThis solid was recrystallized from methylene chloride

Vorschrift

A mixture of 4-benzylcyclohexanone (4.40 g, 0.023 mole), 3.67 g of potassium cyanide, 5.50 g of dimethylamine hydrochloride and 3 ml of methanol in 30 ml of saturated aqueous dimethylamine was stirred at room temperature for 3 days. The mixture was then extracted thoroughly with CH2Cl2, and the organic layer was concentrated in vacuo. The residue was dissolved in diethyl ether, and the basic material was precipitated with 2 N HCl in diethyl ether. This solid was recrystallized from methylene chloride:ethyl acetate to give 3.91 g (61%) of 4-benzyl-1-cyano-1-(dimethylamino)cyclohexane hydrochloride, m.p. 150°-154° C.

Quelle