HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514505Generated: October 31, 2026
Dimethylformamide → Methyl 4-cyano-2-ethylbenzoate
https://huagongshe.com/reaction/514505
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl 4-bromo-2-ethylbenzoate | HCID 53797189 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | Methyl 4-cyano-2-ethylbenzoate | HCID 66643778 | 40% |
Reaction Steps
Charged methyl 4-bromo-2-ethylbenzoate (1.9 g, 7.85 mmol), Zn(CN)2 (1.48 g, 12.56 mmol), Pd(PPh3)4 (1.0 g, 0.94 mmol) and DMF (30 mL) to a flask, the system was then purged with nitrogen and heated at 100° C. for 6 h. The reaction mixture was then filtered. The filtrate was extracted with ethyl acetate and concentrated the organic phase for flash column chromatograph to give 0.6 g of the title compound (40%). 1H NMR (400 MHz, CDCl3): δ 1.24 (3H, t, J=7.6 Hz), 2.99 (2H, q, J=7.6 Hz), 3.92 (3H, s), 7.52-7.54 (1H, m), 7.57 (1H, s), 7.90 (1H, d, J=8.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09107916B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-630f8402e7564715886823994e9f6342 |
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| Source note | uspto-grants-2015_08 |
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