HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-(2,4-Difluorophenoxy)-2-formylnicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium periodate | HCID 23667635 | — |
| Reactant | (E)-6-(2,4-Difluorophenoxy)-2-(2-(dimethylamino)vinyl)nicotinonitrile | HCID 86664562 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(2,4-Difluorophenoxy)-2-formylnicotinonitrile | HCID 84819811 | — |
Reaction Steps
At RT, to the product of step 2 above in THF (70.00 mL) and water (70.00 mL) was added sodium periodate (8.9 g, 42 mmol) in one portion and the reaction mixture was allowed to stir at RT for 2 h, resulting in the formation of a yellow suspension. The suspension was passed through a flitted funnel, washing with THF (2×10 mL). The filtrate was concentrated under reduced pressure and the remaining mixture was extracted with DCM (2×30 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated. Purification on the ISCO (40 g column, 20-60% EtOAc in hexanes) afforded 6-(2,4-difluorophenoxy)-2-formylnicotinonitrile as a light yellow crystalline solid. MS (ESI, pos.ion) m/z: M+1=261.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772481B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-89bca07b03de484bbddf0e28ee5344bf |
| Source note | uspto-grants-2014_07 |