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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75486Generated: October 28, 2026

Lithium hydroxide, monohydrate → 1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylic acid

https://huagongshe.com/reaction/75486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactantethyl 1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylateHCID 54579226—
SolventOxolane--water (1/1)HCID 21881883—
Product1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylic acidHCID 5457922864%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of ethyl 1-(4-chlorophenyl)-2-propyl-1H-imidazole-4-carboxylate (compound 5, 1.28 g, 4.37 mmol) in THF/water (20/20 mL) was added lithium hydroxide monohydrate at room temperature. The reaction mixture was stirred at 55° C. for 12 hrs. The mixture was washed with CH2Cl2, the aqueous layer was acidified with 1N-HCl solution (pH≈6), extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The obtained product was washed with hexane to provide the title compound (740 mg, 64%) as a pale brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835436B2
Source datasetuspto-grants-2014_09
ORD IDord-ded33343f8484d0885807ce27b121196
Source noteuspto-grants-2014_09