HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tri-o-tolylphosphine → 5-[2-(3-Cyanophenyl)-vinyl]-nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 3-Iodobenzonitrile | HCID 144341 | — |
| Reactant | 5-Vinylnicotinonitrile | HCID 67047575 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | 5-[2-(3-Cyanophenyl)-vinyl]-nicotinonitrile | HCID 67047655 | 59% |
Reaction Steps
Prepare essentially as described in EXAMPLE 15 using palladium(II) acetate (0.009 g, 0.04 mmol), tri-o-tolylphosphine (0.024 g, 0.08 mmol), copper (I) iodide (0.004 g, 0.02 mmol), 3-iodobenzonitrile (0.9 g, 3.93 mmol) and 5-vinylnicotinonitrile, (prepared essentially as described in PREPARATION 51), (0.715 g, 5.5 mmol) at 110° C. for 5 h. Add diethyl ether and wash with water three times. Filter the organic layer and concentrate to give the title compound (0.530g, 59%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915424B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-6f714f42118e4dbdace78609e1ba6866 |
| Source note | uspto-grants-2011_03 |