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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377675Generated: October 29, 2026

Dichloromethane → 1H-Imidazole-5-methanol, 2-butyl-1-[(2-chlorophenyl)methyl]-

https://huagongshe.com/reaction/377675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactantbutyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazoleHCID 10041718—
SolventMethanolHCID 887—
Product1H-Imidazole-5-methanol, 2-butyl-1-[(2-chlorophenyl)methyl]-HCID 1001641881%

Reaction Steps

A solution of crude 2-n-butyl-5-acetoxymethyl-1-(2-chlorophenyl)methyl-1H-imidazole (250 g) in methanol (200 mL) was treated with 10% sodium hydroxide solution (700 mL) and the mixture was heated on a steam bath for 4 hours. After cooling, methylene chloride was added, the organic phase was separated, washed with water, dried and concentrated. The residue was dissolved in ether, cooled, and seeded to give the crude product. Recrystallization from ethyl acetate gave 176 g of 2-n-butyl-1-(2-chlorophenyl)methyl-5-hydroxymethyl-1H-imidazole; mp 86-88° C. This material was identical in all respects to the product prepared by Method 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028091
Source datasetuspto-grants-2000_02
ORD IDord-16e21db0afc44745a824c84985139a13
Source noteuspto-grants-2000_02