Sodium Cyanide → 1'-(Phenylmethyl)-(1,4'-bipiperidine)-4'-carbonitrile

HRID 1601899Notes

Reaction equation

HRID 1601899 reaction equation
[C-:1]#[N:2].[Na+].[CH2:4]([N:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>O.CO>[CH2:4]([N:11]1[CH2:16][CH2:15][C:14]([C:1]#[N:2])([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:13][CH2:12]1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

6

Reactant 3

HCID 8929Sodium CyanideHCID 192201-Benzyl-4-piperidoneHCID 2723721Piperidine, hydrochloride (1:1)

Product 1

HCID 27334341'-(Phenylmethyl)-(1,4'-bipiperidine)-4'-carbonitrileYield 95.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 5.3 g of sodium cyanide in 20 ml of water is added dropwise at RT to a solution of 18.9 g of 1-benzylpiperid-4-one and 12.16 g of piperidine hydrochloride in 25 ml of MeOH and 25 ml of water and the mixture is stirred for 48 hours at RT. The precipitate formed is wrung, washed with water and dried under vacuum to give 27 g of the expected product.

Workup

  1. customThe precipitate formed
  2. washwashed with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-cf3867bb03274422b76fa819b273e269
Source dataset
uspto-grants-1999_11
Patent number
US05977359

Reaction notes

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