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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2188216Generated: October 31, 2026

Hydrogen Bromide → 1(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-

https://huagongshe.com/reaction/2188216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant3,4-Dihydro-6,7-dimethoxy-1(2H)-naphthalenoneHCID 266816—
SolventWaterHCID 962—
Product1(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-HCID 60120772.5%

Reaction Steps

A mixture of 6,7-dimethoxy-3,4-dihydro-2H-naphthalene-1-one (15.0 g) and 48% aqueous hydrobromic acid (60 cm3) was heated under reflux for 18 h. Upon cooling to room temperature, water (100 cm3) was added and the resulting aqueous mass was extracted with ethyl acetate (3×100 cm3). The combined extracts were dried (Na2SO4), filtered and evaporated to dryness to leave a brown powder. This was recrystallised from acetonitrile to afford the title compound (9.4 g) as a red powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410592B1
Source datasetuspto-grants-2002_06
ORD IDord-99846a97f2274c68a46c23bba997f718
Source noteuspto-grants-2002_06