Hydrochloric Acid → Methyl 2-fluoro-4-methylbenzoate

HRID 1496711Notes

Reaction equation

HRID 1496711 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.Cl>>[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

4

Reactant 3

HCID 313Hydrochloric AcidHCID 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-9e89a7e663e1430d9fbe4830be07feca
Source dataset
uspto-grants-2015_12
Patent number
US09198899B2

Reaction notes

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