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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188217Generated: November 1, 2026

Bromochloromethane → 7,8-Dihydro-2H-naphtho[2,3-d][1,3]dioxol-5(6H)-one

https://huagongshe.com/reaction/2188217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromochloromethaneHCID 6333—
Reactant1(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-HCID 601207—
ReactantCesiumHCID 5354618—
SolventAcetonitrileHCID 6342—
Product7,8-Dihydro-2H-naphtho[2,3-d][1,3]dioxol-5(6H)-oneHCID 11769315—

Reaction Steps

A mixture of 6,7-dihydroxytetralone (1 g), cesium carbonated (2.75 g), bromochloromethane (0.549 cm3) and acetonitrile (20 cm3) was heated to reflux with continual stirring for 4 h. Upon cooling, the resulting suspension was filtered through a pad of Dicalite® which was then washed further with ethyl acetate (50 cm3). The crude product was then purified by column chromatography (silica, eluting with dichloromethane) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410592B1
Source datasetuspto-grants-2002_06
ORD IDord-84ec3f0993234b7baa114fde1453b16f
Source noteuspto-grants-2002_06