α-Chloro-4-fluoro-2-methylbenzenepropanenitrile → HCID 54550703, compound

HRID 1087788Notes

Reaction equation

HRID 1087788 reaction equation
Cl[CH:2]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[CH3:13])[C:3]#[N:4]>O1CCCC1>[F:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[CH:2][C:3]#[N:4])=[C:7]([CH3:13])[CH:8]=1

Participants

3

Reactant 1

HCID 14473247α-Chloro-4-fluoro-2-methylbenzenepropanenitrile

Product 1

HCID 54550703HCID 54550703, compoundYield 195.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

at room temperature, to 21.7 g (0.11 mole) of 2-chloro-3-(4-fluoro-2-methylphenyl)-propionitrile in 100 ml of tetrahydrofuran, and when the addition is complete, the mixture is stirred at room temperature for 15 hours and filtered, the filtrate is evaporated in vacuo, the residue is taken up in ethyl acetate, washed consecutively with 1-normal hydrochloric acid and water and dried over sodium sulphate, and the solvent is removed in vacuo. 34.6 g (96% of theory) of 3-(4-fluoro-2-methylphenyl)-acrylonitrile of melting point 86° C. -87° C. are obtained.

Workup

  1. filtrationfiltered
  2. customthe filtrate is evaporated in vacuo
  3. washwashed consecutively with 1-normal hydrochloric acid and water
  4. dry with materialdried over sodium sulphate
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-2e32366467204aed9d75c60e8dfed8d1
Source dataset
uspto-grants-1990_10
Patent number
US04960789

Reaction notes

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