Water → Methyl 6-bromo-2,3-difluorobenzoate

HRID 497990Notes

Reaction equation

HRID 497990 reaction equation
[Br:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([F:11])[C:5]([F:12])=[CH:4][CH:3]=1.CI.[C:15](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Br:1][C:2]1[C:7]([C:8]([O:10][CH3:15])=[O:9])=[C:6]([F:11])[C:5]([F:12])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 223202686-Bromo-2,3-difluorobenzoic acid

Product 1

HCID 22320256Methyl 6-bromo-2,3-difluorobenzoateYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-bromo-2,3-difluorobenzoic acid (7.66 g, 32.3 mmol), methyl iodide (10 mL, 160 mmol) and potassium carbonate (5.36 g, 38.8 mmol) in N,N-dimethylformamide (30 mL) was stirred at room temperature for 1 hour. The solution was poured into water, and organic matter was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (8.11 g, 100% yield).

Workup

  1. extractionwas extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4e1c9ad3b8334406a5115fc2b49fb58f
Source dataset
uspto-grants-2005_09
Patent number
US06949648B2

Reaction notes

Loading…