Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301136Generated: October 29, 2026

Acetic Acid → 2a-(4-(4-(1-Indanyl)-piperazin-1-yl)butyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one

https://huagongshe.com/reaction/2301136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2a-(3-Formylpropyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-oneHCID 15542636—
Reactant1-(1-Indanyl)piperazine hydrochlorideHCID 18377320—
Solvent1,2-DichloroethaneHCID 11—
SolventEthyl AcetateHCID 8857—
Product2a-(4-(4-(1-Indanyl)-piperazin-1-yl)butyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-oneHCID 18377338—

Reaction Steps

2a-(3-Formylpropyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (210 mg, 0.90 mmol), 1-(1-indanyl)piperazine hydrochloride (270 mg, 1.0 mmol), acetic acid (540 mg, 9.0 mmol) and sodium triacetoxyborohydride (380 mg, 1.8 mmol) were stirred at room temperature for 20 hours in 1,2-dichloroethane (3 ml). The reaction solution was mixed with ethyl acetate (80 ml), washed with sodium hydroxide aqueous solution (1 N) and saturated brine and dried with anhydrous sodium sulfate, the solvent was removed by evaporation under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 430 mg (1.0 mmol, 100% in yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498251B1
Source datasetuspto-grants-2002_12
ORD IDord-66b8e5cd9fde469585130f737a952d3e
Source noteuspto-grants-2002_12