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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289140Generated: October 26, 2026

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

https://huagongshe.com/reaction/2289140

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 1019824782%

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 (26.2 g) 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 numberUS06090948
Source datasetuspto-grants-2000_07
ORD IDord-8a630dd09fe64999a0bf5834b43c6ed3
Source noteuspto-grants-2000_07