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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418074Generated: November 1, 2026

Diethyl Ether → [6-(Pyridin-2-yl)pyridin-3-yl]methanol

https://huagongshe.com/reaction/1418074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
Reactant(2,2'-Bipyridine)-5-carboxylic acidHCID 192752—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product[6-(Pyridin-2-yl)pyridin-3-yl]methanolHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05880140
Source datasetuspto-grants-1999_03
ORD IDord-9fd06ca1bc24439abd8e10bb709aa2dd
Source noteuspto-grants-1999_03