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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1258804Erstellt: 25. Oktober 2026

Bromocyclopropane → 4-Cyclopropyl-3,4-dihydro-2H-benzo[1,4]oxazine

https://huagongshe.com/reaction/1258804

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBromocyclopropaneHCID 78037—
Edukt3,4-Dihydro-2H-1,4-benzoxazineHCID 585096—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Cyclopropyl-3,4-dihydro-2H-benzo[1,4]oxazineHCID 5834081068,2%

Reaktionsschritte

To a stirred solution of 3,4-dihydro-2H-benzo[1,4]oxazine (5 g, 37.0 mmol) in DMF (20 mL) was added potassium tert-butoxide (6.22 g, 55.55 mmol) at 0° C. After stirring for 5 min, bromo-cyclopropane (4.44 mL, 55.55 mmol) was added and the reaction mixture was stirred for another 4 h at room temperature. The reaction was quenched by addition of water and extracted with ethyl acetate (50×2 mL). The organic layer was washed with water (20 mL), concentrated and purified by silica gel column chromatography to furnish 4-Cyclopropyl-3,4-dihydro-2H-benzo[1,4]oxazine (4.42 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08466114B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-6e144f04ca7a439ca1aa644da2fdad8a
Quellennotizuspto-grants-2013_06