HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → [6-(Pyridin-2-yl)pyridin-3-yl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2,2'-Bipyridine)-5-carboxylic acid | HCID 192752 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [6-(Pyridin-2-yl)pyridin-3-yl]methanol | HCID 10352407 | — |
Reaction Steps
To a solution of 2-(pyrid-2-yl)-5-pyridine carboxylic acid (0.320 g, 1.60 mmol) in THF (5 mL) at 0° C. is added 1.0M lithium aluminum hydride in diethyl ether (1.60 mL, 1.60 mmol) over 10 minutes. The reaction is allowed to stir at ambient temperature for 3 hours, cooled to 0° C., and water (0.10 mL), 4N aq. NaOH (0.10 mL), and water (0.30 mL) are added sequentially. The reaction is filtered through a pad of Celite and the filtrate is evaporated in vacuo. The residue is purified by chromatography to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05880140 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-9fd06ca1bc24439abd8e10bb709aa2dd |
| Source note | uspto-grants-1999_03 |