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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613487Generated: October 29, 2026

Phenol → HCID 19592390, compound

https://huagongshe.com/reaction/613487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Bromomethyl-8-(2,6-dichlorobenzoylamino)quinolineHCID 19592388—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
ProductHCID 19592390HCID 1959239070.3%

Reaction Steps

To a solution of 3-bromomethyl-8-(2,6-dichlorobenzoylamino)quinoline (120 mg) and phenol (30.3 mg) in dimethylformamide was added potassium tert-butoxide (72.2 mg), and the mixture was stirred for 1 hour at ambient temperature. The mixture was poured into saturated ammonium chloride solution and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate-n-hexane) to give 8-(2,6-dichlorobenzoylamino)-3-phenoxymethylquinoline (87.1 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06008230
Source datasetuspto-grants-1999_12
ORD IDord-0f61057f436b466ba4b5dc3e66f83154
Source noteuspto-grants-1999_12