Reaction #1583893

ord-9e89a7e663e1430d9fbe4830be07feca

Reaction equation

Cc1ccc(C(=O)O)c(F)c1
2-Fluoro-4-methylbenzoic acid
CO
MeOH
Cl
HCl
COC(=O)c1ccc(C)cc1F
Intermediate ( 6a )
COC(=O)c1ccc(C)cc1F
2-Fluoro-4-methylbenzoic acid methyl ester

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe mixture was heated
  2. 2
    Temperatureto reflux
  3. 3
    Temperaturecooled
  4. 4
    Concentrationconcentrated
  5. 5
    OtherThe recovered material was dried in vacuo for 24 hours

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09198899B2uspto-grants-2015_12