反应 #1178483

反应方程式

sodium hydrogen carbonate

2,6-dimethylmorpholine

triethylamine

benzyl bromide

→

title compound

收率 24.0%

4-Benzyl-2,6-dimethylmorpholine

收率 24.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred for 4 days
2. 2
   workup.STIRRINGthe mixture was stirred for 30 minutes
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤The extract was washed with saturated brine
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   浓缩the solvent was concentrated under reduced pressure
7. 7
   其他The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 65i, n-hexane to ethyl acetate/n-hexane 1:1)

实验过程

To a tetrahydrofuran solution (500 mL) of 2,6-dimethylmorpholine (Aldrich Co.) (mixture of cis/trans isomers) (25.02 g, 217.24 mmol), triethylamine (51.48 mL, 369.31 mmol) was added at room temperature, and the mixture was stirred for 15 minutes. Then, benzyl bromide (43.93 mL, 369.31 mmol) was added dropwise over 30 minutes, and the mixture was stirred for 4 days. A saturated aqueous solution of sodium hydrogen carbonate (200 mL) was added to the reaction liquor, and the mixture was stirred for 30 minutes, and then extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and then the solvent was concentrated under reduced pressure. The obtained residue was purified by flash chromatography (Flash Chromatography System from Biotage AB, column size: 65i, n-hexane to ethyl acetate/n-hexane 1:1), to obtain the title compound (10.7 g, 24%) as an oily matter.

来源