Ethanol → Benzoic acid, 2-fluoro-, ethyl ester

HRID 2292252Notes

Reaction equation

HRID 2292252 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH2:11]([OH:13])[CH3:12]>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:13][CH2:11][CH3:12])=[O:5]

Participants

3

Reactant 2

HCID 702EthanolHCID 98082-Fluorobenzoyl chloride

Product 1

HCID 67953Benzoic acid, 2-fluoro-, ethyl ester

Procedure

A mixture of 35 g of 2-fluoro-benzoyl chloride and 400 ml of ethanol was stirred for three hours and was allowed to stand overnight. The mixture was distilled to dryness at 50° C. and 30-40 mm Hg and the residue was taken up in methylene chloride The solution was washed with 5% aqueous sodium bicarbonate and then with water, dried and evaporated to dryness under reduced pressure. The product was rectified at 14 mm Hg to obtain 34 g of ethyl 2-fluoro-benzoate with a boiling point of 90°-91° C. at 14 mm Hg.

Workup

  1. waitto stand overnight
  2. distillationThe mixture was distilled to dryness at 50° C.
  3. washwas washed with 5% aqueous sodium bicarbonate
  4. dry with materialwith water, dried
  5. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-4c3116bca34e4cf59fccddb34d45b025
Source dataset
uspto-grants-1989_01
Patent number
US04801717

Reaction notes

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