1-(Chloromethyl)-2-fluoro-3,4-dimethoxybenzene → 2-Fluoro-3,4-dimethoxybenzyl acetate

HRID 2260258Notes

Reaction equation

HRID 2260258 reaction equation
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([O:11][CH3:12])[C:4]=1[F:13].[C:14]([O-:17])(=[O:16])[CH3:15].[K+]>CN(C)C=O>[C:14]([O:17][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([O:11][CH3:12])[C:4]=1[F:13])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 2374111-(Chloromethyl)-2-fluoro-3,4-dimethoxybenzeneHCID 517044Potassium Acetate

Product 1

HCID 536894592-Fluoro-3,4-dimethoxybenzyl acetate

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.5 g of α-chloro-2-fluoro-3,4-dimethoxytoluene and 4.05 g of potassium acetate are stirred at 80° for 25 hours in 50 ml of dimethylformamide. The reaction mixture is subsequently poured into 150 ml of ice-water and extracted with ether. The ether phases are washed with sodium chloride solution, dried over sodium sulfate and evaporated. 2-fluoro-3,4-dimethoxybenzyl acetate is obtained as an oil.

Workup

  1. extractionextracted with ether
  2. washThe ether phases are washed with sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-b43d35b7857945c88cf3c491bb8ad2fe
Source dataset
uspto-grants-1995_12
Patent number
US05476875

Reaction notes

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