Methanol → HCID 21456046, compound

HRID 435653Notes

Reaction equation

HRID 435653 reaction equation
[C:1]1([S:7][C:8]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[CH3:26]O>>[C:1]1([S:7][C:8]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:18])[F:19])=[CH:13][C:9]=2[C:10]([O:12][CH3:26])=[O:11])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 1042312-Phenylthio-5-trifluoromethylbenzoic acid

Product 1

HCID 21456046HCID 21456046, compound

Procedure

100 g of 2-(phenylthio)-5-trifluoromethyl-benzoic acid, 750 ml of absolute methanol and 100 ml of sulphuric acid are heated under reflux for 24 hours. The solution is concentrated under reduced pressure and treated with water and benzene. After equilibration, the organic phase is washed successively with saturated aqueous sodium chloride solution, saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution. The benzene phase is subsequently dried over sodium sulphate, filtered and evaporated. There is obtained methyl 2-(phenylthio)-5-trifluoromethyl-benzoate as a yellow oil.

Workup

  1. temperatureunder reflux for 24 hours
  2. concentrationThe solution is concentrated under reduced pressure
  3. additiontreated with water and benzene
  4. washAfter equilibration, the organic phase is washed successively with saturated aqueous sodium chloride solution, saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution
  5. dry with materialThe benzene phase is subsequently dried over sodium sulphate
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-fd0a3c2fc3894501b42d6efd0d15e15c
Source dataset
uspto-grants-1977_02
Patent number
US04006145

Reaction notes

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