反応 #58482

反応方程式

n-butyl lithium

2-dimethylamino-ethanol

2-chloropyridine

1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide

→

title product

収率 47.6%

2-Chloro-6-(1-methylpiperidin-4-ylcarbonyl) pyridine

収率 47.6%

溶媒

hexane

hexane

反応条件

後処理

1. 1
   その他Quench the reaction mixture with water
2. 2
   抽出extract twice with ethyl acetate
3. 3
   乾燥dry the organic layer with anhydrous sodium sulfate
4. 4
   その他evaporate the solvent
5. 5
   その他purify the residual product by chromatography on a silica gel column

実験手順

Add 2-chloropyridine (1 g, 8.8 mmole) to a mixture of n-butyl lithium (1.6 M in hexane) (22 mL, 35.2 mmole) and 2-dimethylamino-ethanol (1.56 g, 17.6 mmole) in hexane (20 mL at −78° C.) and stirred for 1 hour. Then add 1-methyl-piperidine-4-carboxylic acid methoxy-methyl-amide (3.2 g, 17.6 mmole) in hexane (5 mL) and stir the mixture for 1 hour. Quench the reaction mixture with water and extract twice with ethyl acetate, dry the organic layer with anhydrous sodium sulfate, evaporate the solvent and purify the residual product by chromatography on a silica gel column to give about 1 g of the title product.

出典