反応 #2200576

反応方程式

sodium carbonate

N,N,3,3-tetramethylbutylamine

1-bromo-3,3-dimethylbutane

isopropanol

→

N,N-dimethyl-N,N-di(3,3-dimethylbutyl)ammonium bromide

溶媒

diethyl ether

反応条件

後処理

1. 1
   その他is prepared
2. 2
   workup.WAITA white solid appears, and after this period
3. 3
   温度to increase the amount of precipitate
4. 4
   その他The isopropanol and the diethyl ether are then evaporated at 30° C. by means of a rotary evaporator
5. 5
   その他The organic product that is formed
6. 6
   抽出is extracted from the reaction mixture by means of dichloromethane
7. 7
   抽出Three successive extractions with 10 ml of dichloromethane
8. 8
   その他The organic phase that is obtained
9. 9
   その他is evaporated by means of a rotary evaporator
10. 10
    その他The white solid that is formed
11. 11
    洗浄is washed with dry diethyl ether
12. 12
    ろ過filtered on a nylon membrane (Ø=0.2 μm)

実験手順

A mixture that contains 1 g (0.77.10−2 mol) of N,N,3,3-tetramethylbutylamine (Aldrich) and 1.917 g (1.16.10−2 mol) of 1-bromo-3,3-dimethylbutane (Prolabo) and about 4 ml of isopropanol is prepared. 1.23 g (1.16.10−2 mol) of sodium carbonate is then added. This suspension is brought to reflux for 2 days at the temperature of 100° C. A white solid appears, and after this period, about 5 ml of diethyl ether is added to the reaction mixture so as to increase the amount of precipitate. The isopropanol and the diethyl ether are then evaporated at 30° C. by means of a rotary evaporator. The organic product that is formed is extracted from the reaction mixture by means of dichloromethane. Three successive extractions with 10 ml of dichloromethane are carried out. The organic phase that is obtained is evaporated by means of a rotary evaporator. The white solid that is formed is washed with dry diethyl ether and filtered on a nylon membrane (Ø=0.2 μm). 0.8 g (0.27.10−2 mol) of N,N-dimethyl-N,N-di(3,3-dimethylbutyl)ammonium bromide (DMDMBA-Br) is then obtained. The nature of the radical that is obtained was verified by nuclear magnetic resonance of the proton; the results of this analysis are provided below. NMR 1H (D2O, 400 MHz, 25° C., δ ppm /TMS): 0.83 (s, 18H), 1.51-1.55 (m, 4H), 2.91 (s, 6H), 3.18-3.23 (m, 4H).

出典