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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292147Generated: October 30, 2026

Potassium Carbonate → HCID 15411289, compound

https://huagongshe.com/reaction/1292147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Hydroxy-3,3-dimethylindolin-2-oneHCID 1201652—
Reactant2-(4-Chloromethylphenoxy)methylquinolineHCID 14774163—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylformamideHCID 6228—
ProductHCID 15411289HCID 1541128923.4%

Reaction Steps

4-(2-Quinolinylmethoxy)benzyl chloride (567 mg, 2 mmol) was dissolved in 20 ml of DMF, followed by the addition of 354 mg (2 mmol) of 3,3-dimethyl-5-hydroxy-2,3-dihydro-1H-indol-2-one, 64 mg (0.2 mmol) of tetra-n-butylammonium bromide and 691 mg (5 mmol) of K2CO3. The resultant mixture was stirred under an argon gas stream at 50° C. for 72 hours. After the solvent was distilled off, water was added, and the thus-formed mixture was extracted twice in a CHCl3 --MeOH (3:1) mixed solvent. The extract was dried over MgSO4 and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column. Subsequent to elution with CHCl3, recrystallization was conducted from AcOEt-hexane, whereby 199 mg of the title compound were obtained as pale yellow powder (yield: 23.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05756518
Source datasetuspto-grants-1998_05
ORD IDord-92c002eccfc2433084cdff79f7ba2147
Source noteuspto-grants-1998_05