Hydrochloric Acid → 2-Methyl-3-(methylthio)-4-(pentafluoroethyl)benzoic acid

HRID 1910384Notes

Reaction equation

HRID 1910384 reaction equation
[CH3:1][C:2]1[C:11]([S:12][CH3:13])=[C:10]([C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].CO.[OH-].[Na+].Cl>O>[CH3:1][C:2]1[C:11]([S:12][CH3:13])=[C:10]([C:14]([F:20])([F:19])[C:15]([F:16])([F:18])[F:17])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 86661431Methyl 2-methyl-3-(methylthio)-4-(pentafluoroethyl)benzoate

Product 1

HCID 866614322-Methyl-3-(methylthio)-4-(pentafluoroethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

530 mg (1.69 mmol) of methyl 2-methyl-3-(methylthio)-4-(pentafluoroethyl)benzoate were introduced into 10 ml of methanol and admixed with 0.5 ml of 20% strength aqueous sodium hydroxide solution. The contents were stirred at RT until a check on the reaction by thin-layer chromatography indicated complete conversion. The mixture was freed from the solvent, and the residue was taken up in a little water. The mixture was acidified with 1M hydrochloric acid, then stirred for 5 minutes and finally filtered. The residue obtained was 470 mg of clean product.

Workup

  1. stirringstirred for 5 minutes
  2. filtrationfinally filtered
  3. customThe residue obtained

Sources & evidence

ORD record
ord-b5f770cc1a34450c805e3c69080fa005
Source dataset
uspto-grants-2013_12
Patent number
US08603947B2

Reaction notes

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