4-Fluoro-2-vinyl-benzonitrile → 2-Ethyl-4-fluorobenzonitrile

HRID 1172681Notes

Reaction equation

HRID 1172681 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH:10]=[CH2:11])[CH:3]=1>CO.[Pd]>[CH2:10]([C:4]1[CH:3]=[C:2]([F:1])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])[CH3:11]

Participants

4

Reactant 1

HCID 595563374-Fluoro-2-vinyl-benzonitrile

Product 1

HCID 234392762-Ethyl-4-fluorobenzonitrileYield 77.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

800 mg 4-Fluoro-2-vinyl-benzonitrile were dissolved in 5 ml methanol. 80 mg palladium (10% on charcoal) were added and the reaction was stirred under a hydrogen atmosphere for one hour. The catalyst was filtered off trough a pad of celite. The filtrate was evaporated to obtain 625 mg 2-Ethyl-4-fluoro-benzonitrile.

Workup

  1. filtrationThe catalyst was filtered off trough a pad of celite
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-2b38a61d2c924003b8d6f911058d88ae
Source dataset
uspto-grants-2010_11
Patent number
US07834030B2

Reaction notes

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