HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → 3',5'-Difluoroacetophenone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 1-(3,5-Difluorophenyl)ethan-1-ol | HCID 2782326 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3',5'-Difluoroacetophenone | HCID 518596 | 69.6% |
Reaction Steps
Dess-Martin periodinane (9.66 g, 22.8 mmol) was added portionwise to a solution of 1-(3,5-difluorophenyl)ethanol (3.00 g, 19.0 mmol) in DCM (40 mL) cooled in an ice bath. The mixture was stirred at room temperature for 2 h, then concentrated under reduced pressure. The residue was purified by purified by column chromatography on silica gel using CombiFlash® apparatus eluting with EtOAc/hexanes (0-40%). The purification gave 2.06 g (69.6%) of the sub-title compound as a colorless oil. 1H NMR (300 MHz, CDCl3) δ 7.45 (m, 2H), 7.01 (m, 1H), 2.59 (s, 3H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09200004B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3e1b728b6566477fbd3b393128e91738 |
| Source note | uspto-grants-2015_12 |