HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 1-(4-Nitrophenyl)piperidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 1-(4-Nitrophenyl)-4-piperidinol | HCID 613768 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Nitrophenyl)piperidin-4-one | HCID 3842562 | 84.8% |
Reaction Steps
To a solution of 1-(4-Nitro-phenyl)-piperidin-4-ol (100 mg, 0.45 mmol) in CH2Cl2 (2 mL) is added Dess-Martin periodinane (286 mg, 0.675 mmol) at for 2.5 hours. The reaction is quenched with 1N NaOH aqueous solution. The aqueous layer is extracted with CH2Cl2, and the organic extracts are dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product is purified by column chromatography (SiO2, EtOAc:Hexane=12:88 to 100:0) to give 84 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324225B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c60dbcfcb3494f289e0243c61e34bb6f |
| Source note | uspto-grants-2012_12 |