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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 19546Erstellt: 24. Oktober 2026

Azobisisobutyronitrile → 1-bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/19546

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAzobisisobutyronitrileHCID 6547—
EduktN-bromobutanimideHCID 67184—
Edukt6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl esterHCID 11845112—
KatalysatorTungstenHCID 23964—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl esterHCID 6869847074%

Reaktionsschritte

6-Methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.5 g, 5.10 mmol) prepared in Preparation Example 1 was dissolved in dichloromethane (80 mL), and N-bromosuccinimide (1.09 g, 6.12 mmol) and 2,2′-azobisisobutyronitrile (0.08 mg, 0.51 mmol) were added thereto. The mixture was stirred for 2 hrs at RT under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the 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 (ethyl acetate/n-hexane=1/20→1/9) to obtain 1.4 g of the titled compound (yield: 74%) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745439B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-dbb54efd464f4ac8818e337f503f8cdb
Quellennotizuspto-grants-2010_06