HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-Ethenyl-3-methyl-2-(methyloxy)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-Bromo-2-methoxy-3-methylbenzonitrile | HCID 66643867 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Product | 4-Ethenyl-3-methyl-2-(methyloxy)benzonitrile | HCID 66647291 | — |
Reaction Steps
The mixture of 4-bromo-3-methyl-2-(methyloxy)benzonitrile (8.10 g, 35.8 mmol), potassium vinyl trifluoroborate (6.24 g, 46.6 mmol) and PdCl2(dppf)2 (0.55 g, 0.70 mmol) in 160 mL of EtOH and 40 mL of TEA was refluxed under Ar for 4 hours. The mixture was concentrated, and the residue was purified by column chromatography (PE:EtOAc=20:1) to afford 4-ethenyl-3-methyl-2-(methyloxy)benzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018211B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-4acc222f44414dca89c528f94dabedda |
| Source note | uspto-grants-2015_04 |