Methanol → Methyl 2-fluoro-4-methylbenzoate

HRID 476296Notes

Reaction equation

HRID 476296 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12]O>>[CH3:12][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:2]=1[F:1]

Participants

3

Reactant 2

HCID 887MethanolHCID 27361452-Fluoro-4-methylbenzoic acid

Product 1

HCID 18759805Methyl 2-fluoro-4-methylbenzoate

Procedure

2-Fluoro-4-methylbenzoic acid (30.0 g, 195 mmol) was dissolved in MeOH (600 mL, 10 mol), and 12 M HCl (3.2 mL, 39 mmol) was added. The mixture was heated to reflux and stirred for 48 hours, then cooled and concentrated. The recovered material was dried in vacuo for 24 hours to obtain Intermediate (6a) as a white solid that was used without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. temperaturecooled
  4. concentrationconcentrated
  5. customThe recovered material was dried in vacuo for 24 hours

Sources & evidence

ORD record
ord-de11b31c9e924d26bc575932cd588fc0
Source dataset
uspto-grants-2014_01
Patent number
US08637676B2

Reaction notes

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