Water → (2 Aminoeth 1-yl) 4-naphth-1-ylpiperidine

HRID 2255444Notes

Reaction equation

HRID 2255444 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl.[C:8]1([CH:18]2[CH2:23][CH2:22][N:21]([CH2:24][C:25]#[N:26])[CH2:20][CH2:19]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.O.[OH-].[Na+]>O1CCCC1>[NH2:26][CH2:25][CH2:24][N:21]1[CH2:22][CH2:23][CH:18]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][CH:9]=2)[CH2:19][CH2:20]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 19784336(4 Naphth-1-ylpiperid 1-yl)acetonitrile hydrochlorideHCID 21226445Aluminium lithium hydride

Product 1

HCID 19096243(2 Aminoeth 1-yl) 4-naphth-1-ylpiperidine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.75 g of lithium aluminum hydride are added in fractions under a stream of nitrogen to a solution of 4.4 g of the compound from Example 4 in 150 ml of tetrahydrofuran. After stirring for 1 hour, the mixture is hydrolyzed with 1.75 ml of water, 3.5 ml of a 10% (wt/wt) sodium hydroxide solution and 7 ml of water. Filtration through celite, followed by evaporation of the solvent, yields an oily product which is used as it is in the following stage.

Workup

  1. filtrationFiltration through celite
  2. customfollowed by evaporation of the solvent
  3. customyields an oily product which

Sources & evidence

ORD record
ord-cced53e66a3949e394ff8f2f8924ae07
Source dataset
uspto-grants-1993_08
Patent number
US05240942

Reaction notes

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