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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721160Generated: October 31, 2026

Benzyl Alcohol → HCID 21890627, compound

https://huagongshe.com/reaction/721160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21890627HCID 2189062796.9%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (100 mg) was added to toluene (10 ml) and triethylamine (1 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (140 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, phenylmethanol (51 mg) was added thereto, and the mixture was further stirred with heating under reflux for 3 hr. A saturated aqueous sodium bicarbonate solution was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by washing with a 1 N aqueous hydrochloric acid solution, water, and saturated brine in that order. The extract was dried over sodium sulfate and was then concentrated. The residue was purified on a column using chloroform/methanol to give the title compound (137 mg, yield 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-499d62ab323d4c138d6cee5d9f5a613b
Source noteuspto-grants-2006_11