반응 #2200576

반응 방정식

sodium carbonate

N,N,3,3-tetramethylbutylamine

1-bromo-3,3-dimethylbutane

isopropanol

→

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

용매

diethyl ether

반응 조건

후처리

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

실험 절차

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).

출처