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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569582Generated: October 31, 2026

Ammonia → HCID 20147704, compound

https://huagongshe.com/reaction/569582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantPhenylacetonitrileHCID 8794—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86741462HCID 86741462—
ProductHCID 20147704HCID 2014770498.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-(n-octyl)-ethanediamine tosylate (10 g, 0.029 mol) and benzyl cyanide (0.9 ml, 0.029 mol) was heated at 200° C. until evolution of ammonia ceased. The reaction mixture was cooled to 50° C. and treated with aqueous sodium hydroxide (15 ml, 5M). The resulting mixture was stirred for 15 minutes and then extracted with dichloromethane. The organic phase was separated, washed with water, and dried over anhydrous magnesium sulphate. Th solvent was removed under reduced pressure to yield a gum which was chromatographed on silica gel using increasing proportions of methanol in dichloromethane to yield 4,5-dihydro-1-n-octyl-2-phenylmethylimidazole (7.8 g) having the formula ##STR23##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04732989
Source datasetuspto-grants-1988_03
ORD IDord-1c94f2ea73784888ac3d0680676e1683
Source noteuspto-grants-1988_03