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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 401160Erstellt: 24. Oktober 2026

Methyl Benzoate → 1-Phenyl-2-pyrazin-2-yl ethanone

https://huagongshe.com/de/reaction/401160

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl BenzoateHCID 7150—
EduktDiisopropylamineHCID 7912—
Edukt2-MethylpyrazineHCID 7976—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Phenyl-2-pyrazin-2-yl ethanoneHCID 52097733,3%

Reaktionsschritte

To a mixture of diisopropyl-amine (1.29 g, 12.7 mmol) in anhydrous THF (10 mL) was added n-BuLi (2.5 M/L in hexane, 4.7 mL, 11.7 mmol) at −78° C., after being stirred for 30 minutes, a solution of 2-methylpyrazine (1 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at −78° C. for 30 minutes, a solution of methyl benzoate (1.4 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at this temperature for 3 hours. When TLC indicated that the starting material was consumed, the reaction mixture was diluted with EtOAc, and the mixture was washed with water and brine, and concentrated. The residue was purified by column chromatography (PE:EtOAc=30:1) to give Intermediate 26 (700 mg, yield 33.3%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08741915B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-26abdd557f50405497b6d8bb48062aea
Quellennotizuspto-grants-2014_06