HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096951Generated: November 2, 2026
Dimethylformamide → Methyl 5-cyano-[1,1'-biphenyl]-3-carboxylate
https://huagongshe.com/reaction/1096951
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl 5-{[(trifluoromethyl)sulfonyl]oxy}biphenyl-3-carboxylate | HCID 57930914 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Methyl 5-cyano-[1,1'-biphenyl]-3-carboxylate | HCID 57346364 | — |
Reaction Steps
Zinc cyanide (1.1 g) and Pd(PPh3)4 (281 mg) were added to a DMF (45 mL) solution of methyl 5-{[(trifluoromethyl)sulfonyl]oxy}biphenyl-3-carboxylate (1.68 g), and stirred at 90° C. for 1 hour and 30 minutes. The reaction liquid was filtered through Celite, the solvent was partly evaporated away, and the residue was diluted with ethyl acetate, aqueous ammonia was added to it, and the solution was extracted with ethyl acetate. The organic layer was washed with water and saturated saline water, dried with anhydrous sodium sulfate, filtered, and the solvent was evaporated away. The residue was purified through silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138197B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-00e8522431594b2b8ce1b931a8ea608a |
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| Source note | uspto-grants-2012_03 |
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