HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-Pyridinecarboxaldehyde, 5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(5-Bromopyridin-3-yl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 17758931 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Pyridinecarboxaldehyde, 5-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]- | HCID 17758137 | — |
Reaction Steps
To a stirred solution of 258 (0.347 g, 1.07 mmol) in dry THF, cooled to 0° C., was added isopropyl magnesium chloride (1.2 mL, 2.4 mmol) drop wise and stirred for 10 min followed by the addition of DMF (0.015 ml, 1.94 mmol) to the reaction and stirred for additional 2 h. After completion of the reaction, it was quenched with saturated ammonium chloride solution. The organic layer was separated and aqueous phase was extracted again with diethyl ether, the combined organic layer was dried over sodium sulphate and concentrated to get the crude compound 5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)nicotinaldehyde 259 used directly to proceed for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359315B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-b3bced091fea4ed79278cb9199900d11 |
| Source note | uspto-grants-2016_06 |