Acrylonitrile → 3-(4-Fluorophenoxy)propanenitrile

HRID 279873Notes

Reaction equation

HRID 279873 reaction equation
C[O-].[Na+].[F:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.[C:12](#[N:15])[CH:13]=[CH2:14]>O>[F:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:14][CH2:13][C:12]#[N:15])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 7855AcrylonitrileHCID 97324-FluorophenolHCID 10942334Sodium Methoxide

Product 1

HCID 30204753-(4-Fluorophenoxy)propanenitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.4 g of sodium methylate were added portionwise at 60° C. to 112.1 g of 4-fluoro-phenol. After 10 minutes, the mixture was treated with 500 ml of acrylonitrile, boiled in an oil-bath for 48 hours, thereafter poured into 3 l of water and extracted with chloroform. After drying the organic phase with sodium sulfate, it was concentrated completely in vacuo. There was obtained 3-(4-fluoro-phenoxy)propionitrile as a viscous oil.

Workup

  1. waitboiled in an oil-bath for 48 hours
  2. extractionextracted with chloroform
  3. dry with materialAfter drying the organic phase with sodium sulfate, it
  4. concentrationwas concentrated completely in vacuo

Sources & evidence

ORD record
ord-260f0985c6da45f0ad2db63b3f9acc6b
Source dataset
uspto-grants-1986_05
Patent number
US04587256

Reaction notes

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