Hydrochloric Acid → 2-(4-Fluorophenylthio)-6-fluorobenzoic acid

HRID 1974755Notes

Reaction equation

HRID 1974755 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[C:16]2[O:17]CC(C)(C)N=2)=[CH:4][CH:3]=1.Cl.[OH2:24]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=2[C:16]([OH:17])=[O:24])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 191022272-[2-(4-Fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline

Product 1

HCID 191022242-(4-Fluorophenylthio)-6-fluorobenzoic acid

Procedure

The compound 2-[2-(4-fluorophenylthio)-6-fluorophenyl]-4,4-dimethyloxazoline (5.0 g, 15.66 mmol) is added to 310 ml of a 4.5N HCl solution in water and is refluxed overnight. The cooled reaction mixture is extracted twice with ethyl acetate. The extracts are washed with water and then brine and dried over MgSO4 to afford the subtitle compound.

Workup

  1. temperatureis refluxed overnight
  2. customThe cooled reaction mixture
  3. extractionis extracted twice with ethyl acetate
  4. washThe extracts are washed with water
  5. dry with materialbrine and dried over MgSO4

Sources & evidence

ORD record
ord-3f64436bf89c4a4e90f95fe819ca203f
Source dataset
uspto-grants-1994_02
Patent number
US05283361

Reaction notes

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