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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271305Generated: October 31, 2026

Dimethylformamide → Methyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylate

https://huagongshe.com/reaction/2271305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl ThioglycolateHCID 16907—
Reactant2-Fluoro-6-(trifluoromethyl)benzaldehydeHCID 521933—
SolventWaterHCID 962—
ProductMethyl 4-(trifluoromethyl)-1-benzothiophene-2-carboxylateHCID 1852620135.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 1.00 g of 2-fluoro-6-(trifluoromethyl)benzaldehyde, 633 mg of methyl thioglycolate, 1.21 g of potassium carbonate and 15 ml of DMF was stirred at 130° 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 480 mg of methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (the present compound 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09119396B2
Source datasetuspto-grants-2015_09
ORD IDord-1d6e21acf49c416984f75fc425db3b8a
Source noteuspto-grants-2015_09