Chloroacetonitrile → 4-Methoxyphenoxyacetonitrile

HRID 2187904Notes

Reaction equation

HRID 2187904 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.Cl[CH2:11][C:12]#[N:13].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH2:11][C:12]#[N:13])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7856ChloroacetonitrileHCID 90154-MethoxyphenolHCID 11430Potassium Carbonate

Product 1

HCID 5794914-Methoxyphenoxyacetonitrile

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-methoxyphenol (10 g, 80 mmol), chloroacetonitrile (7.0 mL, 111 mmol) and K2CO3 (26 g, 188 mmol) in acetone (150 mL) was stirred at r.t. for 18 h. The mixture was filtered, concentrated and purified by flash chromatography (Hex:EtOAc, 4:1) to yield (4-methoxyphenoxy)acetonitrile as a clear oil.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. custompurified by flash chromatography (Hex:EtOAc, 4:1)

Sources & evidence

ORD record
ord-a967bb835ec44ebd82c43a36b09c27a4
Source dataset
uspto-grants-2002_06
Patent number
US06410563B1

Reaction notes

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