Ammonium Chloride → HCID 19092326, compound

HRID 257765Notes

Reaction equation

HRID 257765 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][C:17]#[N:18])[CH2:12][CH:13]=2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+]>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH2:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 197817594-[4-(4-Chlorophenyl)-3,6-dihydropyridin-1(2H)-yl]butanenitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 19092326HCID 19092326, compoundYield 54.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirred solution of 4-[4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]butyronitrile (13.0 g) in dry tetrahydrofuran (130 ml) was added 1M solution of lithium aluminum hydride in tetrahydrofuran (60 ml), and the mixture was stirred for 1 hour. After saturated aqueous ammonium chloride solution (10 ml) was added with stirring, the organic layer was separated by decantation, dried over magnesium sulfate and evaporated to dryness to give an oil of 4-[4-[4-chlorophenyl)-1,2,3,6-tetrahydropyridin-1-yl]butylamine (7.18 g).

Workup

  1. stirringwith stirring
  2. customthe organic layer was separated by decantation
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-aceda60d0f9e41de978503258037e6d2
Source dataset
uspto-grants-1993_11
Patent number
US05264438

Reaction notes

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