反应 #1755472

反应方程式

Vanillin

Vanillin

methyl isonipecotate

propargyl bromide

→

1-Prop-2-ynyl-piperidine-4-carboxylic acid methyl ester

溶剂

dichloromethane

反应条件

后处理

1. 1
   其他The reaction was quenched with 35 mL water
2. 2
   其他to yield
3. 3
   其他to provide a clear solution
4. 4
   萃取The solution was extracted with dichloromethane 2×25 mL
5. 5
   干燥dried with Na2SO4
6. 6
   其他the solvent evaporated
7. 7
   其他to provide a yellow oil
8. 8
   萃取after extraction

实验过程

To a solution of methyl isonipecotate 3.5 g (24.4 mmol, 3.30 mL) in 100 mL dichloromethane was added TEA (1.5 eq, 36.6 mmol, 5.1 mL), propargyl bromide (3.0 eq, 73.2 mmol, 6.5 ml), at room temperature for 36 hrs. The reaction was quenched with 35 mL water to yield to provide a clear solution. The solution was extracted with dichloromethane 2×25 mL, dried with Na2SO4, and the solvent evaporated to provide a yellow oil. r.f. (40% EtOAc/Hexanes) 0.26 stains faint white with Vanillin, starting material r.f. 0.05 stains yellow with Vanillin. The product appeared pure after extraction.

来源