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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 19535Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/19535

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-carboxylic acid ethyl ester (3 g, 10.3 mmol) obtained in Step 4 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. The mixture was refluxed for 3 hrs under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the resulting mixture washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 1.4 g of the titled compound (yield: 36.7%) in oil state.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745439B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-98d8b10c0bda4888ab506e69cf8a6076
Quellennotizuspto-grants-2010_06