Acrylonitrile → HCID 23004138, compound

HRID 396637Notes

Reaction equation

HRID 396637 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2([OH:18])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)=[CH:8][CH:7]=1>CCO>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2([OH:18])[CH2:13][CH2:14][N:15]([CH2:3][CH2:2][C:1]#[N:4])[CH2:16][CH2:17]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidine

Product 1

HCID 23004138HCID 23004138, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acrylonitrile (2.33 mL, 35.4 mmol, 2.50 equiv) was added at 0° C. to a solution of 4-(4-chlorophenyl)-4-hydroxypiperidine (3.00 g, 14.2 mmol, 1.00 equiv, Aldrich) in EtOH (30 mL) and the resulting solution was stirred for 1.5 hours at room temperature. The solvent was removed to give 3.71 g (99%) 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-c61783ae88b04c76afb2086725466c1b
Source dataset
uspto-grants-2003_08
Patent number
US06608086B2

Reaction notes

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