Chloroacetonitrile → 4-Methoxyphenoxyacetonitrile

HRID 1583126Notes

Reaction equation

HRID 1583126 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-b1e3e924216a448592f23b4ee0622774
Source dataset
uspto-grants-2004_05
Patent number
US06740666B2

Reaction notes

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