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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 720979Generated: October 30, 2026

1-(2-Chlorophenyl)ethanol → HCID 21890862, compound

https://huagongshe.com/reaction/720979

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Chlorophenyl)ethanolHCID 26082—
ReactantTriphosgeneHCID 94429—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
ReactantToluene triethylamineHCID 22504574—
SolventDichloromethaneHCID 6344—
ProductHCID 21890862HCID 2189086281.4%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (61 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 (91 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 15 min. Subsequently, 2-chloro-α-methylbenzyl alcohol (57 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 (77 mg, yield 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-5e05d857e0f2493eb7b373a34067136b
Source noteuspto-grants-2006_11