Hydrochloric Acid → 2-[(trifluoromethyl)thio]benzoic acid

HRID 329255Notes

Reaction equation

HRID 329255 reaction equation
C([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11][C:12]([F:15])([F:14])[F:13])C.[OH-].[Na+].Cl>C(O)C>[F:14][C:12]([F:13])([F:15])[S:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:4]([OH:16])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21439338HCID 21439338, compound

Product 1

HCID 27778532-[(trifluoromethyl)thio]benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5.0 g. of ethyl-o-(trifluoromethylthio)benzoate, 30 ml. of ethanol and 20 ml. of 10% sodium hydroxide was refluxed for 1.5 hrs. After cooling, the solution was acidified with 6N hydrochloric acid. The product was collected by filtration, dried, and recrystallized from a mixture of 60% hexane-40% benzene to give o-(trifluoromethylthio)benzoic acid, m.p. 119°-121° .

Workup

  1. temperatureAfter cooling
  2. filtrationThe product was collected by filtration
  3. customdried
  4. customrecrystallized from a mixture of 60% hexane-40% benzene

Sources & evidence

ORD record
ord-fe42694234264620a018a45ad173d911
Source dataset
uspto-grants-1977_04
Patent number
US04020169

Reaction notes

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