Water → 4-(Pyridin-4-yl)butan-1-amine

HRID 2229298Notes

Reaction equation

HRID 2229298 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[N:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][C:16]#[N:17])=[CH:9][CH:8]=1.S([O-])([O-])(=O)=O.[Na+].[Na+].O>CCOCC.O1CCCC1>[N:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH2:17])=[CH:9][CH:8]=1

Participants

7

Reactant 4

HCID 962WaterHCID 24436Sodium SulfateHCID 135575314-(Pyridin-4-YL)butanenitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 135575324-(Pyridin-4-yl)butan-1-amine

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminum hydride (370 mg) is suspended in anhydrous ether (14 ml) under a nitrogen atmosphere and ice cooling, and a solution of 4-(4-pyridyl)butyronitrile (705 mg) in anhydrous ether (10 ml) is added dropwise to the suspension. The mixture is stirred at room temperature for 2.5 hours. Anhydrous sodium sulfate is added to the reaction mixture under ice cooling, and water (0.5 ml) is added drop by drop thereto. Then, tetrahydrofuran is added thereto, and insoluble matter is filtered out. The filtrate is concentrated under reduced pressure to give the titled compound (Reference compound No. 3-1, 827 mg).

Workup

  1. filtrationinsoluble matter is filtered out
  2. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-11bac0aa36894a0fa3fba945b3648f67
Source dataset
uspto-grants-2002_07
Patent number
US06420398B2

Reaction notes

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