HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2071092Generated: October 31, 2026
Dimethylformamide → 3-Formyl-5-(trifluoromethyl)benzonitrile
https://huagongshe.com/reaction/2071092
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-Bromo-5-(trifluoromethyl)benzaldehyde | HCID 16115438 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-Formyl-5-(trifluoromethyl)benzonitrile | HCID 11622516 | — |
Reaction Steps
To 3-bromo-5-(trifluoromethyl)benzaldehyde (1.0 gm, 3.95 mmol) in DMF (10 ml), zinc cyanide (278 mg, 2.37 mmol) was added followed by Pd(PPh3)4 (365 mg, 0.32 mmol) was added and heated at 90° C. for 5 h. Then the reaction mixture was cooled, diluted with ether and quenched with aqueous ammonium hydroxide solution. Then the reaction mixture was partitioned between water and ether. Organic layer was dried, evaporated and column purified (10% ethylacetate/90% hexanes) to yield 400 mg of 3-formyl-5-(trifluoromethyl)benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299267B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-2df94e69a9714e079c8890eda1738e15 |
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| Source note | uspto-grants-2012_10 |
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