HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096941Generated: October 31, 2026
Dimethylformamide → Methyl 3-cyano-5-ethoxybenzoate
https://huagongshe.com/reaction/1096941
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 57930910 | HCID 57930910 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-cyano-5-ethoxybenzoate | HCID 21942546 | — |
Reaction Steps
A mixture of methyl 3-ethoxy-5-trifluoromethanesulfonyloxybenzoate (308 mg, 0.94 mmol), zinc cyanide (165 mg, 1.41 mmol), tetrakis(triphenylphosphine)palladium(0) (54 mg, 0.05 mmol) and DMF (2.0 mL) was stirred in a nitrogen atmosphere at 80° C. for 12 hours. After left cooled, the reaction mixture was diluted with ethyl acetate (30 mL), washed with aqueous 14% ammonia and aqueous saturated sodium chloride solution, dried with sodium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel column chromatography to obtain the title compound as a colorless solid.
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-72a347b9fa904d5dad72e8110d081e2b |
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| Source note | uspto-grants-2012_03 |
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