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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024485Generated: October 27, 2026

1,3-Dibromopropane → 9-chloro-3,4-dihydro-2H-1,5-benzodioxepine-7-carbaldehyde

https://huagongshe.com/reaction/1024485

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-4,5-dihydroxybenzaldehydeHCID 2468182—
SolventAcetonitrileHCID 6342—
Product9-chloro-3,4-dihydro-2H-1,5-benzodioxepine-7-carbaldehydeHCID 4962246—

Reaction Steps

A mixture of 3-chloro-4,5-dihydroxy benzaldehyde (4.15 g), of 1,3-dibromopropane (4.71 g, 0.92 eq.) and potassium carbonate (8.28 g, 2.5 eq.) in acetonitrile (160 ml) was heated to 60° C. overnight. The mixture was allowed to cool to room temperature and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography on silica (20% ethyl acetate in hexanes) to give the product as a white crystal. MS (m+1)=212.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722896B2
Source datasetuspto-grants-2014_05
ORD IDord-5ea4580f0c9f4e5a95641458ceba33f3
Source noteuspto-grants-2014_05