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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750088Generated: November 3, 2026

1,4-Dibromobutane → 7-(4-Bromobutoxy)-3,4-dihydro-1(2h)-isoquinolinone

https://huagongshe.com/reaction/1750088

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-oneHCID 44203201—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product7-(4-Bromobutoxy)-3,4-dihydro-1(2h)-isoquinolinoneHCID 6862697864.3%

Reaction Steps

A mixture of intermediate 19 (196 mg, 1.2 mmol), 1,4-dibromobutane (0.43 mL, 3.6 mmol) and anhydrous K2CO3 (166 mg, 1.22 mmol) was dissolved in EtOH (4 mL) and the solution was heated to reflux and stirred overnight. The mixture was diluted with water and extracted with EtOAc. The combined EtOAc layers were washed with water, brine, dried over anhydrous Na2SO4, concentrated in vacuo and purified by flash chromatography on silica gel column (elution with PE/EtOAc=3:1) to give 7-(4-bromobutoxy)-3,4-dihydroisoquinolin-1(2H)-one (intermediate 21) (230 mg, 63%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-665f2fe296d7444ea6ad63db60b97c7a
Source noteuspto-grants-2015_10