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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830353Generated: November 3, 2026

Triethylamine → HCID 22054269, compound

https://huagongshe.com/reaction/1830353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-FluoroanilineHCID 9731—
Reactant1H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 10986715—
Reactant5-(5,6-Dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic AcidHCID 22054271—
SolventDichloromethaneHCID 6344—
ProductHCID 22054269HCID 2205426950.1%

Reaction Steps

4-Fluoroaniline (0.178 g, 1.604 mmol), triethylamine (0.162 g, 1.604 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.271 g, 1.604 mmol) were added to a methylene chloride solution (50 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.200 g, 0.535 mmol) and the resulting solution was stirred at room temperature for 12 hours. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (hexand:ethyl acetate=1:1) and then recrystallized from ether to obtain the titled compound (0.125 g, 0.268 mmol, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-e6ddc93f73924f4fb43f5e82cb724eb9
Source noteuspto-grants-2006_06