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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17894Erstellt: 24. Oktober 2026

Azobisisobutyronitrile → 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/17894

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAzobisisobutyronitrileHCID 6547—
EduktN-bromobutanimideHCID 67184—
Edukt5-Methyl-3-oxo-1-phenylindene-2-carboxylic acid ethyl esterHCID 68699292—
KatalysatorTungstenHCID 23964—
LösungsmittelCarbon TetrachlorideHCID 5943—
Produkt6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl esterHCID 6869754636,7%

Reaktionsschritte

6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (3 g, 10.3 mmol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (2 g, 11.4 mmol) and 2,2′-azobisisobutyronitrile (500 mg, 3.09 mmol) were added thereto. Then, the mixture was refluxed for 3 hours under a 375 W tungsten lamp. After the reaction is completed, the organic layer was extracted with dichloromethane/saturated sodium chloride, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (1.4 g, yield 36.7%) as yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07741323B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-3886912e1cf84b7b8345cc647357f727
Quellennotizuspto-grants-2010_06