Acrylonitrile → HCID 23004138, compound

HRID 382714Notes

Reaction equation

HRID 382714 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 q (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-78c7afe37d8141438640f1b6b81c0bfb
Source dataset
uspto-grants-2001_10
Patent number
US06310076B1

Reaction notes

Loading…