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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750086Generated: November 2, 2026

1,3-Dibromopropane → 7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-one

https://huagongshe.com/reaction/1750086

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
Reactant7-Hydroxy-3,4-dihydro-2H-isoquinolin-1-oneHCID 44203201—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-oneHCID 6663210763.3%

Reaction Steps

A mixture of intermediate 19 (326 mg, 2 mmol), 1,3-dibromopropane (0.62 mL, 6 mmol) and anhydrous K2CO3 (276 mg, 2 mmol) was dissolved in 4 mL of EtOH 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=5:1) to give 7-(3-bromopropoxy)-3,4-dihydroisoquinolin-1(2H)-one (intermediate 20) (360 mg, 63%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156822B2
Source datasetuspto-grants-2015_10
ORD IDord-9ae128d141b04e8fa73cde50c86406a2
Source noteuspto-grants-2015_10