반응 #556504

반응 방정식

lithium diisopropylamide

THF

2-chloro-6-methoxy-quinoline

THF

N-benzylpiperidone

→

1-benzyl-4-(2-chloro-6-methoxy-quinoline-3-yl)-piperidin-4-ol

반응 조건

후처리

1. 1
   workup.STIRRINGAfter 1 h stirring at −78° C. the mixture
2. 2
   기타to come up to RT
3. 3
   workup.STIRRINGstirred overnight
4. 4
   기타The mixture was evaporated down i
5. 5
   기타and purified by flash chromatography through Alox
6. 6
   workup.ADDITIONThe fractions containing the product
7. 7
   기타evaporated down

실험 절차

Under an argon atmosphere 14.0 mL (28.0 mmol) of a 2 M lithium diisopropylamide solution in 50 mL THF were cooled to −78° C. and combined with stirring with a solution of 5.00 g (25.1 mmol) of 2-chloro-6-methoxy-quinoline in THF. After 1 h stirring at −78° C., 4.5 mL (25.2 mmol) N-benzylpiperidone were added dropwise. After 1 h stirring at −78° C. the mixture was allowed to come up to RT and stirred overnight. The mixture was evaporated down i. vac. and purified by flash chromatography through Alox. The fractions containing the product were combined and evaporated down.

출처