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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271303Generated: October 31, 2026

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

https://huagongshe.com/reaction/2271303

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, 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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09119396B2
Source datasetuspto-grants-2015_09
ORD IDord-68d562945db6467eae934cb5764dd52d
Source noteuspto-grants-2015_09