Methanol → Methyl 4-bromo-3-fluorobenzoate

HRID 1011654Notes

Reaction equation

HRID 1011654 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[F:11].S(Cl)(Cl)=O.[CH3:16]O>>[CH3:16][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([Br:1])=[C:3]([F:11])[CH:4]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27733414-Bromo-3-fluorobenzoic acid

Product 1

HCID 21951878Methyl 4-bromo-3-fluorobenzoateYield 100%

Procedure

To a solution of 4-bromo-3-fluoro-benzoic acid (5.0 g, 22.9 mmol) in MeOH (60 mL) was added thionyl chloride (10 mL), This mixture was heated for about 5 h at 80 degrees Celsius until the starting material had been consumed, and then evaporated in vacuo to give white solid product (5.3 g, 100%).

Workup

  1. temperatureThis mixture was heated for about 5 h at 80 degrees Celsius until the starting material
  2. customhad been consumed
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-0674728ad4d64c3ba53b74a45c9b1c34
Source dataset
uspto-grants-2011_07
Patent number
US07977372B2

Reaction notes

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