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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737575Generated: October 30, 2026

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

https://huagongshe.com/reaction/1737575

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, 9 mmol) 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 numberUS05962458
Source datasetuspto-grants-1999_10
ORD IDord-754dfbdd239647549a3f07488eebf85a
Source noteuspto-grants-1999_10