Réaction #2358485

Équation de réaction

2-fluoro-5-(trifluoromethyl)benzaldehyde

methyl thioglycolate

potassium carbonate

DMF

→

methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate

Rendement 93.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was cooled to room temperature
2. 2
   Extractionextracted with tert-butyl methyl ether 3 times
3. 3
   LavageThe combined organic layer was washed with water
4. 4
   SéchageThe mixture was dried over magnesium sulfate
5. 5
   Concentrationconcentrated under reduced pressure
6. 6
   AutreThe residue was recrystallized from methanol

Mode opératoire

A mixture of 5.0 g of 2-fluoro-5-(trifluoromethyl)benzaldehyde, 3.3 g of methyl thioglycolate, 4.0 g of potassium carbonate and 50 ml of DMF was stirred at 60° C. for 2 hours, and then the reaction mixture was cooled to room temperature. To the reaction mixture was added water, and 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. The residue was recrystallized from methanol to obtain 6.3 g of methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (the present compound 1).

Source