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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 984706Erstellt: 26. Oktober 2026

Dimethyl Sulfate → 6-bromo-N-methylnaphthalen-2-amine

https://huagongshe.com/reaction/984706

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfateHCID 6497—
EduktEthyl AcetateHCID 8857—
EduktSodium HydroxideHCID 14798—
Edukt2-Amino-6-bromonaphthaleneHCID 348404—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt6-bromo-N-methylnaphthalen-2-amineHCID 300058—

Reaktionsschritte

A solution of 2-amino-6-bromonaphthalene (2.0 g) in 1,4-dioxane (30 ml) was added dropwise with dimethyl sulfate (1300 μl) and stirred at room temperature for 46 hours. The reaction mixture was added with ethyl acetate (90 ml) and then added with 1 N aqueous sodium hydroxide (5 ml). This mixture was extracted with ethyl acetate (150 ml×3). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane:ethyl acetate=15:1) to obtain the title compound (Intermediate 27, 152 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06867320B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-ab1d99d0d5f54fb4980e8525c0c08449
Quellennotizuspto-grants-2005_03