反应 #443409

反应方程式

N-ethyl-N-(2-hydroxylethyl)aniline

hexane

methoxymethyl chloride

→

N-ethyl-N-[2-(methoxymethyl)oxyethyl]aniline

收率 89.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他Next, to the reaction solution obtained
2. 2
   温度the solution was heated
3. 3
   温度refluxed for 12 hours
4. 4
   温度by cooling
5. 5
   其他The precipitate formed
6. 6
   其他was removed by filtration
7. 7
   其他the filtrate obtained
8. 8
   浓缩was concentrated under reduced pressure
9. 9
   其他The oily residue thus obtained
10. 10
    workup.DISTILLATIONwas distilled under reduced pressure

实验过程

55.7 g (0.34 mol) of N-ethyl-N-(2-hydroxylethyl)aniline was dissolved in 250 ml of anhydrous tetrahydrofuran, and 162 ml (1.2-fold equivalent weight) of a 2.5M hexane solution n-butyllithium was dropwise added thereto over a period of 30 minutes at 0° C. in an atmosphere of argon, followed by stirring at 0° C. for 30 minutes. Next, to the reaction solution obtained, 30.0 g (1.09-fold equivalent weight) of methoxymethyl chloride was dropwise added, and the solution was heated and refluxed for 12 hours, followed by cooling. The precipitate formed was removed by filtration, and thereafter the filtrate obtained was concentrated under reduced pressure. The oily residue thus obtained was distilled under reduced pressure to obtain 63 g of N-ethyl-N-[2-(methoxymethyl)oxyethyl]aniline (yield: 89%).

来源