Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830286Generated: October 31, 2026

P-Anisidine → HCID 22054268, compound

https://huagongshe.com/reaction/1830286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantTriethylamineHCID 8471—
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 22054268HCID 2205426848%

Reaction Steps

p-Methoxyaniline (0.046 g, 0.374 mmol), triethylamine (0.038 g, 0.374 mmol) and 2-chloro-1,3-dimethylimidazolinium chloride (0.063 g, 0.374 mmol) were added to a methylene chloride solution (5 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-acetoxybenzoic acid (0.070 g, 0.187 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 (chloroform:methanol=10:1) and then recrystallized from ether to obtain the titled compound (0.043 g, 0.0897 mmol, 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07064124B2
Source datasetuspto-grants-2006_06
ORD IDord-2d7515d9d3b9417b9b97e9a4c988f532
Source noteuspto-grants-2006_06