Acrylonitrile → 3-(4-Cyclohexylpiperidin-1-yl)propionitrile

HRID 396642Notes

Reaction equation

HRID 396642 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH:5]1([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>CCO>[CH:5]1([CH:11]2[CH2:12][CH2:13][N:14]([CH2:3][CH2:2][C:1]#[N:4])[CH2:15][CH2:16]2)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 4242404-Cyclohexylpiperidine

Product 1

HCID 230041553-(4-Cyclohexylpiperidin-1-yl)propionitrileYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acrylonitrile (4.16 mL, 63.1 mmol, 2.50 equiv) was added at 0° C. to a solution of 4-cyclohexylpiperidine (4.20 g, 25.3 mmol, 1.00 equiv) in EtOH (50 mL) and the resulting solution was stirred for 1.5 hours at room temperature. The solvent was removed to give 5.11 g (92%) of white solid, which was characterized spectroscopically and used without purification for the next reaction.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-41705a763fce450e9fcb4ea50fc589f6
Source dataset
uspto-grants-2003_08
Patent number
US06608086B2

Reaction notes

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