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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721024Generated: October 28, 2026

Veratryl alcohol → HCID 21890552, compound

https://huagongshe.com/reaction/721024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVeratryl alcoholHCID 7118—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
ReactantToluene triethylamineHCID 22504574—
SolventDichloromethaneHCID 6344—
ProductHCID 21890552HCID 2189055270.3%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (65 mg) was added to toluene/triethylamine=10/1 (7 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (107 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3,4-dimethoxybenzyl alcohol (60 mg) was added thereto, and the mixture was further stirred with heating under reflux for 2 hr. After the completion of the reaction, the reaction solution was allowed to cool to room temperature before distilled water was added thereto. The mixture was subjected to separatory extraction with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution and saturated brine. The washed solution was dried over sodium sulfate and was concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (73 mg, yield 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-011bfc712a4d4b1bac61a519750f8f91
Source noteuspto-grants-2006_11