HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → (6-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 6-(2,2,2-trifluoroethoxy)picolinate | HCID 67510684 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol | HCID 62240732 | 92% |
Reaction Steps
To a stirred solution of methyl 6-(2,2,2-trifluoroethoxy)picolinate (0.40 g, 1.69 mmol, Step-2) in tetrahydrofuran (17 mL) is added slowly lithium aluminum hydride (0.096 g, 2.53 mmol) at 0° C. The resulting mixture is stirred at room temperature for 1 hour. The reaction mixture is carefully quenched with 25% aqueous ammonia solution at 0° C. Then the mixture is diluted with dichloromethane (50 mL) and celite is added to the mixture. After stirring at room temperature for 1 hour, the mixture is filtrated through a pad of celite, and the filtrate is concentrated in vacuo to give 0.32 g (92% yield) of the title compound as a white solid. This material is used for the next reaction (Step-4) without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302991B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-2215d938ee67456a80e1f08caf6821fa |
| Source note | uspto-grants-2016_04 |