HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyltributylstannane → 3-(4-Cyano-3-fluorophenyl)-1-propene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyltributylstannane | HCID 90628 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 4-Bromo-2-fluorobenzonitrile | HCID 736029 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(4-Cyano-3-fluorophenyl)-1-propene | HCID 24721766 | — |
Reaction Steps
To a solution of 4-bromo-2-fluorobenzonitrile (5.0 g, 13 mmol) in 100 ml of toluene was added LiCl (1.7 g, 39 mmol), Pd(PPh3)4 (400 mg), Allyl tributyltin (5.2 g, 16 mmol), and then the mixture was heated to reflux overnight. After the reaction was completed, the reaction solution was diluted with EtOAc and filtered. The filtrate was concentrated and purified with silica gel column chromatograph to give crude 4-allyl-2-fluorobenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073882B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-6223a6ff3b2544d99f8a85a3b0741f59 |
| Source note | uspto-grants-2015_07 |