Ethanol → Benzoic acid, 3-fluoro-4-methyl-, ethyl ester

HRID 582919Notes

Reaction equation

HRID 582919 reaction equation
S(Cl)(Cl)=O.[F:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9]([OH:11])=[O:10].[CH3:16][CH2:17]O>>[F:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9]([O:11][CH2:16][CH3:17])=[O:10]

Participants

4

Reactant 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 676873-Fluoro-p-toluic acid

Product 1

HCID 13489923Benzoic acid, 3-fluoro-4-methyl-, ethyl ester

Procedure

150 ml of EtOH are cooled in an ice bath, 10 ml of thionyl chloride are added slowly, 10 g of 3-fluoro-4-methylbenzoic acid are then added and the reaction mixture is stirred, the temperature being allowed to rise to RT. It is refluxed for 2 hours and then concentrated under vacuum to give 10.45 g of the expected product in the form of an oil.

Workup

  1. customto rise to RT
  2. temperatureIt is refluxed for 2 hours
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-553be85b467a42fe90a37e77cd627b5e
Source dataset
uspto-grants-1999_07
Patent number
US05925768

Reaction notes

Loading…