반응 #488342

반응 방정식

methyl benzoate

n-BuLi

diisopropyl-amine

2-methylpyrazine

→

Intermediate 26

수율 33.3%

1-phenyl-2-(pyrazin-2-yl)ethanone

수율 33.3%

용매

THF

THF

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at −78° C. for 30 minutes
2. 2
   workup.STIRRINGthe mixture was stirred at this temperature for 3 hours
3. 3
   기타was consumed
4. 4
   workup.ADDITIONthe reaction mixture was diluted with EtOAc
5. 5
   세척the mixture was washed with water and brine
6. 6
   농축concentrated
7. 7
   기타The residue was purified by column chromatography (PE:EtOAc=30:1)

실험 절차

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%).

출처