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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721032Generated: October 30, 2026

3,5-Dimethoxybenzyl alcohol → HCID 21890165, compound

https://huagongshe.com/reaction/721032

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dimethoxybenzyl alcoholHCID 69718—
ReactantTriphosgeneHCID 94429—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
ReactantToluene triethylamineHCID 22504574—
SolventDichloromethaneHCID 6344—
ProductHCID 21890165HCID 2189016546%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (76 mg) was added to toluene/triethylamine=10/1 (8 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (105 mg) in methylene chloride was then added to the solution, and the mixture was heated under reflux for 15 min. Subsequently, 3,5-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 (59 mg, yield 46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-1cdf22f98d7e44858365892b02e962ef
Source noteuspto-grants-2006_11