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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721161Generated: November 1, 2026

Benzyl Alcohol → HCID 21890082, compound

https://huagongshe.com/reaction/721161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21890082HCID 2189008284.9%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-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 (120 mg, yield 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-34a562edbabb4a22a4869be5fed9437a
Source noteuspto-grants-2006_11