Ethanol → Benzoic acid, 2,4-dichloro-5-fluoro-, ethyl ester

HRID 981345

Reaction equation

HRID 981345 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH2:13]([OH:15])[CH3:14]>>[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([O:15][CH2:13][CH3:14])=[O:5]

Participants

3

Reactant 2

HCID 702EthanolHCID 27368212,4-Dichloro-5-fluorobenzoyl chloride

Product 1

HCID 13630722Benzoic acid, 2,4-dichloro-5-fluoro-, ethyl esterYield 97%

Procedure

84 g of 2,4-dichloro-5-fluoro-benzoyl chloride are added dropwise to 250 ml of anhydrous ethanol at 50° to 60° C., the temperature being maintained by occasional cooling with ice-water. The mixture is then refluxed for about a further hour, the excess alcohol is distilled off and the residue is fractionated in vacuo. 84.9 g (~97%) of ethyl 2,4-dichloro-5-fluoro-benzoate are obtained at 132°-135° C./8 mbar.

Workup

  1. temperaturethe temperature being maintained
  2. temperatureThe mixture is then refluxed for about a further hour
  3. distillationthe excess alcohol is distilled off

Sources & evidence

ORD record
ord-84f4a811032d4a7ea1669fb806d713ad
Source dataset
uspto-grants-1991_02
Patent number
US04990646

Linked notes

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