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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1751527Generated: October 28, 2026

Sodium Acetate → 8-bromo-2-methoxy-6H-dibenzo[c,h]chromene

https://huagongshe.com/reaction/1751527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant1-(5-Bromo-2-iodobenzyloxy)-6-methoxynaphthaleneHCID 69672908—
SolventDimethylformamideHCID 6228—
Product8-bromo-2-methoxy-6H-dibenzo[c,h]chromeneHCID 5961081735.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 1-(5-bromo-2-iodobenzyloxy)-6-methoxynaphthalene (5.0 g, 10.7 mmol) and sodium acetate (2.64 g, 32.1 mmol) in dimethylformamide (100 mL) was degassed with a stream of argon for 15 minutes. PdCl2(PPh3)2 was added and the reaction was heated to 110° C. After 16 hours the reaction was diluted with ethyl acetate, washed with water and brine, dried (Na2SO4) and concentrated. The resulting residue was purified by flash column chromatography to yield 8-bromo-2-methoxy-6H-dibenzo[c,h]chromene (1.29 g, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156823B2
Source datasetuspto-grants-2015_10
ORD IDord-13c99de87d734168b8c9ace838ffe338
Source noteuspto-grants-2015_10