HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl Benzoate → 1-Phenyl-2-pyrazin-2-yl ethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl Benzoate | HCID 7150 | — |
| Edukt | Diisopropylamine | HCID 7912 | — |
| Edukt | 2-Methylpyrazine | HCID 7976 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-Phenyl-2-pyrazin-2-yl ethanone | HCID 520977 | 33,3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09067893B2 |
| Quelldatensatz | uspto-grants-2015_06 |
| ORD ID | ord-b8f4098b51da454b93c0b1865eaa70e2 |
| Quellennotiz | uspto-grants-2015_06 |