HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyridine → 5-(Pyridin-2-yl)pent-4-yn-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Pentyn-1-ol | HCID 79346 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(Pyridin-2-yl)pent-4-yn-1-ol | HCID 10997353 | 54.7% |
Reaction Steps
As in Example 97, 15.8 g of 2-bromoPyridine and 8.4 g of 4-pentyn-1-ol were reacted together in 125 mL of dichloromethane in the presence of 4.2 mL of triethylamine. 2.1 g of bis(triphenylphosphine)palladium dichloride and 0.135 g of cuprous iodide. After 48 hours at reflux, the reaction was worked up in the usual manner. Distillation of the crude product yielded 8.8 g of 5-(2-pyridinyl)-4-pentyn-1-ol (bp 115°-120° C./0.25 mm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04916145 |
| Source dataset | uspto-grants-1990_04 |
| ORD ID | ord-95f213795d1141a7a6f765f6255df8da |
| Source note | uspto-grants-1990_04 |