反应 #78924

反应方程式

3-piperidinemethanol

1-(4-chlorophenyl)-1-cyclobutanecarboxylic acid

diisopropylethylamine

PyBroP

→

amide

收率 43.4%

1-[1-(4-chloro-phenyl)-cyclobutanecarbonyl]-piperidin-3-ylmethyl alcohol

收率 43.4%

溶剂

dichloromethane

反应条件

后处理

1. 1
   workup.WAITat room temperature for 4 h
2. 2
   洗涤The reaction mixture was washed successively with water, 1 N HCl, water, sat. sodium bicarbonate solution, and water (100 mL each)
3. 3
   干燥The organic layer was dried over anhydrous sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated by rotary evaporation
6. 6
   其他The residue was purified by chromatography on silica gel
7. 7
   洗涤eluting with dichloromethane/methanol (96:4)

实验过程

To a solution of 3-piperidinemethanol (5.0 g, 43.4 mmol), 1-(4-chlorophenyl)-1-cyclobutanecarboxylic acid (9.14 g, 43.4 mmol), and diisopropylethylamine (11.22 g, 86.8 mmol) in dichloromethane (100 mL) at 0° C. was added PyBroP® (22.26 g, 47.8 mmol). The reaction was stirred at 0° C. for 1 h and then at room temperature for 4 h. The reaction mixture was washed successively with water, 1 N HCl, water, sat. sodium bicarbonate solution, and water (100 mL each). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated by rotary evaporation. The residue was purified by chromatography on silica gel, eluting with dichloromethane/methanol (96:4) to give 5.8 g of the amide 1 as a thick gum.

来源