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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzaldehyde | HCID 2734904 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Trifluoromethyl-benzo[b]thiophene-2-carboxylic acid methyl ester | HCID 1477956 | 93% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09119396B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-68d562945db6467eae934cb5764dd52d |
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| Source note | uspto-grants-2015_09 |
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