Acrylonitrile → HCID 17943388, compound

HRID 1966007Notes

Reaction equation

HRID 1966007 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][CH2:12][CH2:11][NH:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[C:14](#[N:17])[CH:15]=[CH2:16]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][CH2:12][CH2:11][N:10]2[CH2:16][CH2:15][C:14]#[N:17])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 34467312-(3,4-dichlorophenyl)pyrrolidine

Product 1

HCID 17943388HCID 17943388, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 2.4 g (11.2 mmol) 2-(3,4-dichlorophenyl)pyrrolidine in 13 ml abs. methanol dropwise under stirring at room temperature 2.21 ml (33.6 mmol) acrylonitrile is added. The reaction mixture is stirred for 3 days at room temperature, then evaporated. The residue is purified by column chromatography using at first chloroform, then chloroform:methanol 100:1 ratio mixture as eluent, to obtain 2.1 g title compound in the form of an oil. LC-MS[MH+]=269 (C13H14Cl2N2 269.14).

Workup

  1. additionis added
  2. customevaporated
  3. customThe residue is purified by column chromatography

Sources & evidence

ORD record
ord-ea5a2e1dcd564687afacaa3667336951
Source dataset
uspto-grants-2013_04
Patent number
US08420636B2

Reaction notes

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