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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377789Generated: October 26, 2026

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

https://huagongshe.com/reaction/377789

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 numberUS06028201
Source datasetuspto-grants-2000_02
ORD IDord-42e142135dec4a728f071752deae54eb
Source noteuspto-grants-2000_02