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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72559Erstellt: 24. Oktober 2026

Iodoethane → 4-ethyl-3,4-dihydro-2H-benzo[1,4]oxazine

https://huagongshe.com/de/reaction/72559

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIodoethaneHCID 6340—
EduktPotassium CarbonateHCID 11430—
Edukt3,4-Dihydro-2H-1,4-benzoxazineHCID 585096—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-ethyl-3,4-dihydro-2H-benzo[1,4]oxazineHCID 1294887755,9%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a stirred solution of 3,4-dihydro-2H-benzo[1,4]oxazine (4.0 g, 29.6 mmol) in DMF (20 mL) was added potassium carbonate (10.22 g, 74.0 mmol). After stirring for five min. Iodo-ethane (3.5 mL, 44.4 mmol) was added and heated to 60° C. for overnight. Reaction mixture was cooled to room temperature, quenched by the addition of water (20 mL), extracted with ethyl acetate (3×25 mL). The organic layer was washed with water (30 mL), brine (30 mL), dried over sodium sulfate, concentrated and purified by silica gel column chromatography to furnish 4-ethyl-3,4-dihydro-2H-benzo[1,4]oxazine (2.7 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828951B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-31990a3fa44649228cf04625787c173f
Quellennotizuspto-grants-2014_09