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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 234894Erstellt: 25. Oktober 2026

Ethyl Acetate → Methyl 2,2-dimethyl-3-oxo-3,4-dihydro-2h-1,4-benzoxazine-6-carboxylate

https://huagongshe.com/reaction/234894

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktMethyl 3-amino-4-hydroxybenzoateHCID 10815—
Edukt2-Bromo-2-methylpropionyl bromideHCID 88685—
EduktSodium BicarbonateHCID 516892—
LösungsmittelWaterHCID 962—
ProduktMethyl 2,2-dimethyl-3-oxo-3,4-dihydro-2h-1,4-benzoxazine-6-carboxylateHCID 1051390280,3%

Reaktionsschritte

To solution of 2-amino-4-methoxycarbonylphenol [Acta Chimica Academiae Scientiarum Hungaricae, 99 (1), 49-50 (1979)] (4.78 g) in a mixed solvent of ethyl acetate (50 ml) and water (50 ml) were added sodium hydrogen carbonate (3.6 g) and 2-bromoisobutyryl bromide (6.90 g) and the mixture was stirred at room temperature for 10 minutes. The organic layer was separated and the solvent was distilled off under reduced pressure. The resulting residue was dissolved in dimethylformamide (70 ml), to the solution was added potassium carbonate (4.35 g) and the mixture was stirred at room temperature for a day. The reaction solution was poured into water to give precipitates, which were taken by filtration and dried to give 2,2-dimethyl-6-methoxycarbonyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine (5.4 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05597820
Quelldatensatzuspto-grants-1997_01
ORD IDord-c62b92fd63cc49bab014604fcad2e63b
Quellennotizuspto-grants-1997_01