HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553208Generated: October 30, 2026
Hydrochloric Acid → HCID 57615038, compound
https://huagongshe.com/reaction/553208
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | 5-Bromo-1-benzothiophene | HCID 2776578 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57615038 | HCID 57615038 | 46.3% |
Reaction Steps
To toluene (3 mL) solution of 0.21 g of ethyl cyanoacetate were added 0.41 g of potassium tert-butoxide, 0.30 g of 5-bromobenzothiophene and 0.02 g of tetrakis(triphenylphosphine)palladium(0), which was then refluxed for 7.5 hours. To the reaction mixture was added water, and the pH was adjusted to 2 with hydrochloric acid. Thereto was added ethyl acetate, and insoluble matter was filtered off. The organic layer was separated, washed with water, and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to provide 0.16 g of ethyl 2-(1-benzothiophen-5-yl)-2-cyanoacetate as pale yellow solid form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07951963B2 |
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| Source dataset | uspto-grants-2011_05 |
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| ORD ID | ord-78ae0da145b348ea84233db0395796a4 |
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| Source note | uspto-grants-2011_05 |
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