Reaktion #968

Reaktionsgleichung

3-cyanomethyl-1-benzhydryl azetidine

LiAlH4

hydride

→

title compound

Ausbeute 87.0%

3-aminoethyl-1-benzhydryl azetidine

Ausbeute 87.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed for 4 h
2. 2
   Filtrationthe gelatinous mixture was filtered
3. 3
   Waschenthe filter cake was washed repeatedly with THF
4. 4
   SonstigeThe solvent was evaporated
5. 5
   workup.DISSOLUTIONthe residue was dissolved in diethyl ether
6. 6
   Waschenwashed with brine
7. 7
   Trocknendried with Na2SO4
8. 8
   SonstigeEvaporation of the solvent

Vorschrift

5.7 g (21.7 mmol) of 3-cyanomethyl-1-benzhydryl azetidine was added slowly to a suspension of 2.9 g (76.0 mmol) of LiAlH4 in 80 mL of dry THF at roomtemperature. The reaction mixture was refluxed for 4 h. Excess hydride reagent was hydrolyzed by careful addition, with cooling, of NH4 Cl(aq), the gelatinous mixture was filtered and the filter cake was washed repeatedly with THF. The solvent was evaporated, the residue was dissolved in diethyl ether, washed with brine and dried with Na2SO4. Evaporation of the solvent gave 5.0 g (87%) of the title compound.

Quelle