HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methyl-1-penten-3-ol → 4-Methyl-1-pyridin-3-yl-pentan-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methyl-1-penten-3-ol | HCID 20929 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 3-Iodopyridine | HCID 70714 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Catalyst | Tetrabutylammonium Chloride | HCID 70681 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Methyl-1-pyridin-3-yl-pentan-3-one | HCID 22573090 | — |
Reaction Steps
The title compound was prepared according to General Method 4a using 3-iodo-pyridine (36.6 mmol), 4-methyl-1-penten-3-ol (54.9 mmol), tetrabutyl ammonium chloride (36.6 mmol), sodium bicarbonate (91.5 mmol), pyrrolidine (˜1.5 mL), DMF (15 mL), and palladium acetate (0.51 g). The title compound was flash chromatographed eluting with EtOAc:CH2Cl2:hexane 50:25:25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06852711B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-248416efd0a649f9b7efec92ff948b0f |
| Source note | uspto-grants-2005_02 |