HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 71239540, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | m-Ethynylphenol | HCID 139144 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 80154-05-8 | HCID 22317107 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71239540 | HCID 71239540 | 39.8% |
Reaction Steps
Ph3P (1.32 g, 5.04 mmol) in DCM (4 mL), under a nitrogen atmosphere, was cooled with an ice bath and treated with neat DIAD (397 μL, 4.6 mmol). After 25 min the solution was added drop wise to 1-methylpiperidin-4-ol hydrochloride (547 g, 4.6 mmol) and 3-ethynylphenol (277 μL, 4.2 mmol) in DCM (8 mL), cooled with an ice bath, under a nitrogen atmosphere, with stirring. The reaction was then stirred at room temperature 4 h. The volatiles were partially removed by evaporation and the residue was purified by flash chromatography (DCM/MeOH 95/5) affording the title compound as a colorless oil (360 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-52d9db60895440a488e3cad5cf359c23 |
| Source note | uspto-grants-2014_12 |