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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 253116Erstellt: 23. Oktober 2026

Methyl iodide → ethyl 4-methyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate

https://huagongshe.com/de/reaction/253116

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
EduktEthyl 3,4-dihydro-2H-1,4-benzoxazine-2-carboxylateHCID 31090—
LösungsmittelAcetoneHCID 180—
LösungsmittelDichloromethaneHCID 6344—
Produktethyl 4-methyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylateHCID 1060899865,5%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

In a sealable vessel, potassium carbonate (56 mg, 0.41 mmol) was added to a solution of (±)-ethyl 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylate (60 mg, 0.29 mmol) and iodomethane (22 □L, 0.35 mmol) in acetone (2 mL). The vessel was sealed and the reaction mixture was stirred at 60° C. for 24 h. The mixture was cooled to ambient temperature, diluted with dichloromethane (60 mL), and the organic layer was extracted with water (10 mL) and half-saturated brine (10 mL). The organic layer was dried over sodium sulfate and concentrated. Purification of the concentrate by flash column chromatography (5% to 10% EtOAc/hexane) afforded the title compound (43 mg, 0.19 mmol). MS m/z: 222 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07872009B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-ce2e6b8bdf6e4afc9cc84d2f7229f786
Quellennotizuspto-grants-2011_01