Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1950042Generated: November 3, 2026

Ethyl Acetate → 2-Methoxy-6-(2-nitrophenyl)naphthalene

https://huagongshe.com/reaction/1950042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactanto-IodonitrobenzeneHCID 69115—
Reactant6-Methoxy-2-naphthaleneboronic acidHCID 4641692—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-Methoxy-6-(2-nitrophenyl)naphthaleneHCID 2308736942.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of 2-iodo-1-nitrobenzene (2.5 g), (6-methoxynaphthalen-2-yl)boronic acid (2.9 g) and tetrakis(triphenylphosphine)palladium(0) (600 mg) in toluene (50 ml) was added an aqueous solution of 2N sodium carbonate (15 ml) under a nitrogen atmosphere, and the solution was stirred for 7 hours at 110° C. Ethyl acetate was added thereto, the solution was filtered through celite pad, extracted with ethyl acetate, then sequentially washed with water and brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399520B2
Source datasetuspto-grants-2013_03
ORD IDord-69628b55a26744378a66c546d66ad579
Source noteuspto-grants-2013_03