1-Fluoro-4-methoxy-2-vinylbenzene → 2-Ethyl-1-fluoro-4-methoxybenzene

HRID 278051Notes

Reaction equation

HRID 278051 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([O:10][CH3:11])[CH:6]=[CH:7][C:8]=1[F:9])=[CH2:2]>C(O)C.[Pd]>[CH2:1]([C:3]1[CH:4]=[C:5]([O:10][CH3:11])[CH:6]=[CH:7][C:8]=1[F:9])[CH3:2]

Participants

4

Reactant 1

HCID 114464461-Fluoro-4-methoxy-2-vinylbenzene

Product 1

HCID 226276362-Ethyl-1-fluoro-4-methoxybenzeneYield 76.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 9 g of 3-ethenyl-4-fluoroanisole in 200 ml of ethanol was added 0.9 g of palladium/carbon. The resulting mixture was stirred under hydrogen atmosphere overnight, and filtered through Celite. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography (developer: 50% ethyl acetate/n-hexane) to give 7.0 g of the title compound as a colorless oil.

Workup

  1. filtrationfiltered through Celite
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-62a33c29d8374648932eba48a27d2fd2
Source dataset
uspto-grants-2002_03
Patent number
US06358995B1

Reaction notes

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