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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595682Generated: October 25, 2026

Triethylamine → N-(5-acenaphthyl)-4-tert-butylbenzylamine

https://huagongshe.com/reaction/1595682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-AminoacenaphtheneHCID 62547—
Reactant1-(Bromomethyl)-4-(1,1-dimethylethyl)benzeneHCID 87836—
SolventTolueneHCID 1140—
ProductN-(5-acenaphthyl)-4-tert-butylbenzylamineHCID 15480727—

Reaction Conditions

Temperature4 °C

Reaction Steps

A mixture of 5-acenaphthylamine (1.0 g, 6 mmol) and triethylamine (0.76 g, 7.5 mmol) in toluene (50 mL) was stirred at 4° C., and 4-tert-butylbenzyl-bromide (1.36 g, 6 mmol) was added in slowly. The reaction mixture was stirred at 23° C. for 15 hours and precipitates formed. The precipitates (triethylamine.HBr) were filtered out; the filtrate was concentrated to dryness. Then the crude reaction mixture was purified by column chromatography (SiO2, hexane/CH2Cl2=5/1). N-(5-acenaphthyl)-4-tert-butylbenzylamine (1.67 g, an oil) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288123B1
Source datasetuspto-grants-2001_09
ORD IDord-6790ca075083452293909f75983be077
Source noteuspto-grants-2001_09