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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602352Generated: October 26, 2026

Lithium hydroxide, monohydrate → 1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazole

https://huagongshe.com/reaction/1602352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant1-(4-Cyanobenzyl)-5-(acetoxymethyl)imidazole hydrobromideHCID 57427559—
SolventOxolane--water (1/1)HCID 21881883—
Product1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazoleHCID 10198247—

Reaction Steps

To a solution of the acetate 4 (50.4 g) in 1.5 L of 3:1 THF/water at 0° C. was added lithium hydroxide monohydrate (18.9 g). After one hour, the reaction was concentrated in vacuo, diluted with EtOAc (3 L), and washed with water, sat. aq. NaHCO3 and brine. The solution was then dried (Na2SO4), filtered, and concentrated in vacuo to provide the crude product as a pale yellow fluffy solid which was sufficiently pure for use in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981562
Source datasetuspto-grants-1999_11
ORD IDord-e2c3924728954a408d65c49ee3b42e7d
Source noteuspto-grants-1999_11