反应 #46727

反应方程式

NH4Cl

1-bromononane

HCl

3-methoxy benzaldehyde

→

pure product

收率 64.0%

1-Methoxy-3-non-1-enyl benzene

收率 64.0%

溶剂

diethyl ether

反应条件

后处理

1. 1
   温度to maintain slow reflux
2. 2
   workup.ADDITIONafter the end of addition
3. 3
   温度cooled on an ice/water bath
4. 4
   其他The organic phase was isolated
5. 5
   干燥dried (MgSO4)
6. 6
   过滤filtered
7. 7
   其他purified by column chromatography (SiO2; EtOAc/PE80-100° C.=1:10)

实验过程

To dry diethyl ether (50 mL) containing Mg turnings (1.22 g; 50 mmol) under N2 was added 1-bromononane (8.6 mL; 50 mmol) at a rate sufficient to maintain slow reflux. The reaction mixture was stirred for 45 minutes after the end of addition, cooled on an ice/water bath and 3-methoxy benzaldehyde (6.1 mL; 50 mmol) was then added drop wise. The reaction mixture was allowed to warm to room temperature overnight, added saturated aqueous NH4Cl (50 mL) and then 4 M HCl (aq.; 10 mL). The organic phase was isolated, dried (MgSO4), filtered and purified by column chromatography (SiO2; EtOAc/PE80-100° C.=1:10) to yield 7.4 g (64%) pure product.

来源