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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27494Generated: October 25, 2026

Formaldehyde → (1,4-dimethyl-1H-imidazol-2-yl)methanol

https://huagongshe.com/reaction/27494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant1,4-DimethylimidazoleHCID 138733—
Reactant(5,6,7,8-Tetrahydroimidazo[1,5-a]pyridin-3-yl)methanolHCID 12923422—
ReactantButyllithiumHCID 178418339—
Product(1,4-dimethyl-1H-imidazol-2-yl)methanolHCID 12923402—

Reaction Steps

The reaction of 1,4-dimethylimidazole (5.65 g.) with n-butyl lithium followed by treatment with formaldehyde (according to the method described for the preparation of 3-hydroxymethyl-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine in Example 243) gave 1,4-dimethyl-2-hydroxymethylimidazole (2.71 g.), m.p. 125°-126° (ethyl acetate-petroleum ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04221802
Source datasetuspto-grants-1980_09
ORD IDord-68e91c5cca904f2c8b0a3bb8606e145b
Source noteuspto-grants-1980_09