Reaction #2358488

Reaction equation

2-fluoro-3-(trifluoromethyl)benzaldehyde

methyl thioglycolate

potassium carbonate

DMF

→

methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate

Yield 89.9%

Solvents

water

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was cooled to room temperature
2. 2
   Extractionextracted with tert-butyl methyl ether 3 times
3. 3
   WashThe combined organic layer was washed with water
4. 4
   DryingThe mixture was dried over magnesium sulfate
5. 5
   Concentrationand then concentrated under reduced pressure

Procedure

A mixture of 1.10 g of 2-fluoro-3-(trifluoromethyl)benzaldehyde, 663 mg of methyl thioglycolate, 1.03 g of potassium carbonate and 15 ml of DMF was stirred at 60° C. for 2 hours. The reaction mixture was cooled to room temperature. To the reaction mixture was added water, and then extracted with tert-butyl methyl ether 3 times. The combined organic layer was washed with water, followed by saturated aqueous sodium chloride solution. The mixture was dried over magnesium sulfate; and then concentrated under reduced pressure to obtain 1.34 g of methyl 7-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (the present compound 4).

Source