Reaction #302899

Reaction equation

hydrochloric acid

sodium hydroxide

methyl 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoate

water

→

2-methoxy-3-methylthio-4-(trifluoromethyl)benzoic acid

Solvents

methanol

Conditions

Workup

1. 1
   TemperatureThe mixture was cooled in an ice bath
2. 2
   workup.STIRRINGThe mixture was stirred at RT for 5 min
3. 3
   Filtrationthe contents was then filtered

Procedure

16 ml of 20 percent 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 hydrochloric acid. The mixture was stirred at RT for 5 min, and the contents was then filtered. This gave 15.3 g of 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoic acid.

Source