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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276896Generated: October 27, 2026

Methanol → 2a-[4-{4-(2-Hydroxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-one

https://huagongshe.com/reaction/276896

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthyl AcetateHCID 8857—
ReactantBoron tribromideHCID 25134—
Reactant2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 9845006—
SolventBenzeneHCID 241—
Product2a-[4-{4-(2-Hydroxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 1554263059%

Reaction Steps

2a-[4-{4-(2-Methoxyphenyl)piperazinyl}butyl]-2a,3,4,5-tetrahydrobenz[cd]indole-2(1H) -one (100 mg, 0.24 mmol) was dissolved in benzene (2 ml) to which was subsequently added dropwise boron tribromide (240 mg, 0.96 mmol), and the resulting mixture was stirred at room temperature for 2 hours and then at 60° C. for 24 hours. The reaction solution was mixed with methanol and ethyl acetate, washed with water and saturated brine and dried with anhydrous sodium sulfate. Then the solvent was evaporated under a reduced pressure to obtain 57 mg of the title compound (0.14 mmol, 59% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355642B1
Source datasetuspto-grants-2002_03
ORD IDord-19ec57bb4b1f478495328ec37bf99be4
Source noteuspto-grants-2002_03