HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 4-Iodo-2-isopropoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | 4-Iodo-1,2-dihydropyridin-2-one | HCID 20582535 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Iodo-2-isopropoxypyridine | HCID 66614013 | — |
Reaction Steps
0.88 mL (11.4 mmol) 2-propanol and 3.00 (11.4 mmol) triphenylphosphine are added to 2.30 g (10.4 mmol) 4-iodo-1H-pyridin-2-one (XXI.1) in 130 mL DCM. Finally, 2.23 mL (11.4 mmol) DIAD are added at 0° C. After 5 min stirring, cooling is suspended and the mixture is stirred at rt for 2 h. After that time, the mixture is washed with water and brine, dried over sodium sulphate and the solvent is removed in vacuo. The crude product is purified by column chromatography (silicia gel; heptane/EtOAc 90/10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877754B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-723a4859feb6422d875bb23497aac712 |
| Source note | uspto-grants-2014_11 |