反応 #491316

反応方程式

EtOAc

NaH

di-pyridin-2-yl-amine

methyl 6-bromohexanoate

→

II

収率 24.0%

6-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester

収率 24.0%

溶媒

Brine

DMF

反応条件

後処理

1. 1
   その他the phases were separated
2. 2
   抽出the aqueous phase was extracted with EtOAc (100 mL)
3. 3
   乾燥dried over MgSO4
4. 4
   ろ過filtered
5. 5
   その他subsequently evaporated under reduced pressure
6. 6
   その他The resulting residue was purified by silica gel column chromatography

実験手順

NaH (112 mg, 2.92 mmol) was added to di-pyridin-2-yl-amine (500 mg, 2.92 mmol) in DMF (10 mL) at rt. After 10 min, KI (485 mg, 2.92 mmol) and methyl 6-bromohexanoate, I (0.464 mL, 2.92 mmol) were added, and the reaction mixture was stirred at 90° C. for 21 h. Brine (200 mL) and EtOAc (200 mL) were then added, the phases were separated, and the aqueous phase was extracted with EtOAc (100 mL). The organic phases were combined, dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using CH2Cl2/MeOH (100:0.5 to 100:1) as eluant to furnish II as a colourless oil (206 mg, 24%).

出典