Hydrochloric Acid → 2-Methoxy-3-methylthio-4-(trifluoromethyl)benzoic acid

HRID 2063197Notes

Reaction equation

HRID 2063197 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[C:14]([S:15][CH3:16])=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8].O.Cl>CO>[CH3:3][O:4][C:5]1[C:14]([S:15][CH3:16])=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=[CH:11][C:6]=1[C:7]([OH:9])=[O:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 66959164HCID 66959164, compound

Product 1

HCID 669579072-Methoxy-3-methylthio-4-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

16 ml of 20% strength aqueous sodium hydroxide solution were added to 16.0 g (57.1 mmol) of methyl 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoate in 160 ml of methanol, and the mixture was stirred at RT for 4 h. For work-up, the mixture was freed from the solvent and the residue was taken up in a little water. The mixture was cooled in an ice bath and then acidified with dilute HCl. The mixture was stirred at RT for 5 min, and the contents were then filtered. This gave 15.3 g of 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoic acid as residue.

Workup

  1. temperatureThe mixture was cooled in an ice bath
  2. stirringThe mixture was stirred at RT for 5 min
  3. filtrationthe contents were then filtered

Sources & evidence

ORD record
ord-d5945e715f554de9af099ae3157e7997
Source dataset
uspto-grants-2012_10
Patent number
US08288319B2

Reaction notes

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