Реакция #968

Уравнение реакции

3-cyanomethyl-1-benzhydryl azetidine

LiAlH4

hydride

→

title compound

Выход 87.0%

3-aminoethyl-1-benzhydryl azetidine

Выход 87.0%

Растворители

THF

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was refluxed for 4 h
2. 2
   Фильтрацияthe gelatinous mixture was filtered
3. 3
   Промывкаthe filter cake was washed repeatedly with THF
4. 4
   ДругоеThe solvent was evaporated
5. 5
   workup.DISSOLUTIONthe residue was dissolved in diethyl ether
6. 6
   Промывкаwashed with brine
7. 7
   Сушкаdried with Na2SO4
8. 8
   ДругоеEvaporation of the solvent

Методика

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.

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