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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1504574Generated: October 30, 2026

Dimethylformamide → 5-Trifluoromethyl-benzo[b]thiophene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1504574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl ThioglycolateHCID 16907—
Reactant2-Fluoro-5-(trifluoromethyl)benzaldehydeHCID 2734904—
SolventWaterHCID 962—
Product5-Trifluoromethyl-benzo[b]thiophene-2-carboxylic acid methyl esterHCID 147795693%

Reaction Conditions

Temperature60 °C

Reaction Steps

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. 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. The residue was recrystallized from methanol, to obtain 6.3 g of methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate (present condensed ring compound 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09215871B2
Source datasetuspto-grants-2015_12
ORD IDord-fd25db7c7d2241aaa240c5ada7d81532
Source noteuspto-grants-2015_12