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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31557Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-(6-Methyl-2-naphthyl)benzaldehyde

https://huagongshe.com/de/reaction/31557

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Formylphenylboronic acidHCID 292189—
Edukt2-Bromo-6-methylnaphthaleneHCID 640592—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2-(6-Methyl-2-naphthyl)benzaldehydeHCID 8622617291%

Reaktionsschritte

Under an atmospheric argon gas flow, 2-bromo-6-methylnaphthalene in an amount of 6.6 g (30 mmol), 2-formylphenylboronic acid in an amount of 5.4 g (36 mmol), (tetrakistriphenylphosphine)palladium in an amount of 0.7 g (0.6 mmol), 2N sodium carbonate aqueous solution in an amount of 45 milliliter and dimethoxyethane in an amount of 90 milliliter were placed into a three neck flask with a cooling pipe and having a capacity of 500 milliliter, and the resultant solution was refluxed under heating for 8 hours. After the reaction terminated, adding water in an amount of 100 milliliter into the reacted solution, an organic layer was separated and washed with the use of sodium chloride solution, followed by drying with the use of magnesium sulfate. After removing the solvent by distillation by means of a rotary evaporator, the resultant crude product was refined by means of column chromatography (silicagel, hexane/dichloromethane=60/40), and as a result, 6.7 g of aimed compound (white crystal) was obtained (yield: 91%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425653B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-abf460ed81be43d187535088aca79c21
Quellennotizuspto-grants-2008_09