Acrylonitrile → HCID 23004138, compound

HRID 322161Notes

Reaction equation

HRID 322161 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-a639909ce9d04c5690b690adf95e7e06
Source dataset
uspto-grants-2001_04
Patent number
US06211198B1

Reaction notes

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