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
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. 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09215871B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-fd25db7c7d2241aaa240c5ada7d81532 |
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| Source note | uspto-grants-2015_12 |
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