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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276899Generated: October 26, 2026

Potassium Carbonate → 2a-[4-{4-(4-Chlorophenyl)-4-hydroxy-piperidyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one

https://huagongshe.com/reaction/276899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Chlorophenyl)-4-hydroxypiperidineHCID 38282—
Reactant2a-(4-Bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 10590894—
SolventDimethylformamideHCID 6228—
Product2a-[4-{4-(4-Chlorophenyl)-4-hydroxy-piperidyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 1554263290%

Reaction Steps

2a-(4-bromobutyl)-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one (390 mg, 1.3 mmol), 4-(4-chlorophenyl) -4-hydroxypiperidine (290 mg, 1.4 mmol) and potassium carbonate (260 mg, 1.9 mmol) were stirred in anhydrous N,N-dimethylformamide (10 ml) at 60° C. for 3 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was mixed with ethyl acetate and water. The reaction product was extracted with ethyl acetate, washed with saturated brine and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was separated and purified by a silica gel column chromatography to obtain 490 mg of the title compound (1.1 mmol, 90% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355642B1
Source datasetuspto-grants-2002_03
ORD IDord-fd00eab69ab34a328a50c3e16fe93e0e
Source noteuspto-grants-2002_03