Dimethyl Sulfoxide → 2-(4-Chlorophenoxy)acetonitrile

HRID 66728

Reaction equation

HRID 66728 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:16][C:17]#[N:18].CS(C)=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:16][C:17]#[N:18])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 46844-ChlorophenolHCID 7856ChloroacetonitrileHCID 11430Potassium Carbonate

Product 1

HCID 3064442-(4-Chlorophenoxy)acetonitrileYield 92.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 64.25 g of 4-chlorophenol, 98 g of anhydrous potassium carbonate, 40 g of chloroacetonitrile and 100 ml of dimethyl sulfoxide was heated with stirring in a 500 ml round-bottomed three-necked flask at 70°-80° C. for 3.0 hours. The reaction mixture was then poured into ice and water. After the ice melted, the mixture was filtered and the product washed well with water which gave 77.5 g of 4-chlorophenoxyacetonitrile.

Workup

  1. temperaturewas heated
  2. filtrationthe mixture was filtered
  3. washthe product washed well with water which

Sources & evidence

ORD record
ord-9c18c5a5f562428fb1f2d2a6984cc88c
Source dataset
uspto-grants-1982_08
Patent number
US04343809

Linked notes

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