HuagongsheHuagongshe Chemistry Print Report · For research reference only
Metaperiodic acid → HCID 58522465, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Metaperiodic acid | HCID 65185 | — |
| Reactant | HCID 59783844 | HCID 59783844 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58522465 | HCID 58522465 | 57.6% |
Reaction Steps
To a stirring suspension of compound 98 (100 mg, 0.266 mmol) and iron (III) chloride (1.296 mg, 7.99 μmol) in acetonitrile (2 mL) after 5 minutes was added periodic acid (66.8 mg, 0.293 mmol) in one portion. The reaction mixture was left to stir at room temperature overnight then quenched with saturated sodium thiosulfate solution and diluted with ethyl acetate. The organic layer was washed with water, brine, dried over MgSO4, filtered and solvent evaporated. Purification via ISCO (0-40% EtOAc/Hexanes; 40 g silica gel column) afforded title compound 99 (60 mg, 57%) as a yellow solid. LRMS (ESI): (calc) 391.09. (found) 392.4 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193749B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-09e981c4c3fb4e7f9d5ce7db31d84408 |
| Source note | uspto-grants-2015_11 |