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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36970Generated: October 26, 2026

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

https://huagongshe.com/reaction/36970

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 numberUS05418250
Source datasetuspto-grants-1995_05
ORD IDord-3ae0993febb845fe8c83228d0895cdb2
Source noteuspto-grants-1995_05