Water → Propionitrile, 3-(p-chlorophenoxy)-

HRID 361716

Reaction equation

HRID 361716 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9](#[N:12])[CH:10]=[CH2:11].[OH-].C([N+](C)(C)C)C1C=CC=CC=1.O>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:11][CH2:10][C:9]#[N:12])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 46844-ChlorophenolHCID 7855AcrylonitrileHCID 66854Benzyltrimethylammonium hydroxide

Product 1

HCID 96550Propionitrile, 3-(p-chlorophenoxy)-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of p-chlorophenol (25 g), acrylonitrile (30 ml) and a solution of benzyltrimethylammonium hydroxide (8 ml of a 40 wt % solution in methanol) were heated at reflux over the weekend. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate extract was dried and evaporated to give 3-(4-chlorophenoxy)propionitrile.

Workup

  1. temperatureat reflux over the weekend
  2. extractionextracted with ethyl acetate
  3. extractionThe ethyl acetate extract
  4. customwas dried
  5. customevaporated

Sources & evidence

ORD record
ord-525446a4cf4c4e54862c339880ef50f7
Source dataset
uspto-grants-1999_02
Patent number
US05866611

Linked notes

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