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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2209278Erstellt: 26. Oktober 2026

1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl ester → 6-bromospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one

https://huagongshe.com/reaction/2209278

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl esterHCID 58340784—
KatalysatorIronHCID 23925—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelEthyl AcetateHCID 8857—
Produkt6-bromospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-oneHCID 2158135998%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Iron (1173 mg, 21 mmol) was added to a solution of ethyl 1-(4-bromo-2-nitrophenoxy)cyclopropanecarboxylate 7.20 (693 mg, 2.1 mmol) in acetic acid (10 mL) at room temperature. Mixture was heated at 60° C. for 5 hours. Mixture was cooled to rt, diluted with 100 mL ethyl acetate, and filtered over celite. Filtrate was concentrated under reduced pressure to yield 6-bromospiro[benzo[b][1,4]oxazine-2,1′-cyclopropan]-3(4H)-one 7.21 (523 mg), which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09376441B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-821b6076d9984c3788665e4dbfaf87f7
Quellennotizuspto-grants-2016_06