Reacción #968

Ecuación de reacción

3-cyanomethyl-1-benzhydryl azetidine

LiAlH4

hydride

→

title compound

Rendimiento 87.0%

3-aminoethyl-1-benzhydryl azetidine

Rendimiento 87.0%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was refluxed for 4 h
2. 2
   Filtraciónthe gelatinous mixture was filtered
3. 3
   Lavadothe filter cake was washed repeatedly with THF
4. 4
   OtroThe solvent was evaporated
5. 5
   workup.DISSOLUTIONthe residue was dissolved in diethyl ether
6. 6
   Lavadowashed with brine
7. 7
   Secadodried with Na2SO4
8. 8
   OtroEvaporation of the solvent

Procedimiento

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.

Fuente