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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721331Generated: October 31, 2026

Cyclohexanol → HCID 21890539, compound

https://huagongshe.com/reaction/721331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanolHCID 7966—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 21891139HCID 21891139—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21890539HCID 2189053983.6%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2,5-dimethylaniline (50 mg) was added to toluene (5 ml), and triethylamine (0.5 ml), and the mixture was heated under reflux to prepare a solution. A solution of triphosgene (68 mg) in methylene chloride was then added thereto, and the mixture was heated under reflux for 10 min. Next, 1-cyclohexanol (23 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 (58 mg, yield 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-e58f02b626c6470693ab8b7baafd0d6a
Source noteuspto-grants-2006_11