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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776084Generated: November 3, 2026

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

https://huagongshe.com/reaction/1776084

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 down to room temperature. To the reaction mixture was added water, and the mixture was extracted with tert-butyl methyl ether three times. The combined organic layers were washed with water and saturated saline, and dried over magnesium sulfate, then, concentrated under reduced pressure, to obtain 480 mg of methyl 4-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (present condensed ring compound 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265251B2
Source datasetuspto-grants-2016_02
ORD IDord-bc58acda5bb7445687c2ac06d1460a01
Source noteuspto-grants-2016_02