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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263426Generated: October 27, 2026

Water → 1-(4-chlorophenyl)-8,9-dihydro-7-methylene-7H-pyrrolo[3,2,1-ij]quinoline

https://huagongshe.com/reaction/263426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-(4-chlorophenyl)-8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinolin-7-oneHCID 19038021—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
Product1-(4-chlorophenyl)-8,9-dihydro-7-methylene-7H-pyrrolo[3,2,1-ij]quinolineHCID 19038020—

Reaction Steps

Methyltriphenylphosphonium bromide (3.8 g) was added to 25 ml of anhydrous tetrahydrofuran. To this mixture was added the solution of potassium t-butoxide (1.2 g) in 25 ml of tetrahydrofuran at ambient temperature. After stirring for 3 hours, to this solution was added the solution of 1-(4-chlorophenyl)-8,9-dihydro-7H-pyrrolo[3,2,1-ij]quinolin-7-one (1.5 g), which was obtained in example 2, in 15 ml of tetrahydrofuran. After stirring for 30 min., to this solution was added water and extracted with ethyl acetate. The organic solution was washed with brine and dried over anhydrous sodium sulfate. After removing drying agent by filtration and organic solvent by evaporation under reduced pressure, the residue was purified by alumina column chromatography, and the title compound was obtained as yellow crystals (1.1 g) .

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05643920
Source datasetuspto-grants-1997_07
ORD IDord-35a96525160248209cc22e79df0949ea
Source noteuspto-grants-1997_07