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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 279612Generated: October 26, 2026

Water → (2-Methylpyridin-4-yl)methanol

https://huagongshe.com/reaction/279612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 2-methylisonicotinateHCID 11542811—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
Product(2-Methylpyridin-4-yl)methanolHCID 994214438%

Reaction Conditions

Temperature5 °C

Reaction Steps

A solution of methyl 2-methyl-pyridine-4-carboxylate (800 mg, 6 mmol) in ether (5 ml) was added to lithium aluminium hydride (340 mg, 9mmol) in ether (10 ml) cooled to 5° C. and the mixture stirred for 2 hours. Water was added, the mixture was filtered through diatomaceous earth and the pad was washed through with ethyl acetate. The filtrate was extracted with ethyl acetate and the combined extracts were washed with brine, dried (MgSO4) and the solvent removed by evaporation to give 4-hydroxymethyl-2-methylpyridine (240 mg, 38%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06362336B1
Source datasetuspto-grants-2002_03
ORD IDord-b0a10f74ee6e4ac7b5572d06957e5e55
Source noteuspto-grants-2002_03