Isopropanol → HCID 86612591, compound

Participants

Reaction Conditions

Reaction Steps

A mixture was prepared containing 1 g (0.77×10−2 moles) of N,N,3,3-tetramethylbutylamine (Aldrich) and 1.917 g (1.16×10−2 moles) of 1-bromo-3,3-dimethylbutane (Prolabo) and about 4 ml of isopropanol. Next, 1.23 g (1.16×10−2 mole) of sodium carbonate was added. This suspension was heated under reflux for 2 days at a temperature of 100° C. A white solid appeared and after this time, about 5 ml of diethylether was added to the reaction mixture to increase the quantity of precipitate. The isopropanol and diethylether were then evaporated off at 30° C. using a rotary evaporator. The organic product formed was extracted from the reaction mixture using dichloromethane. Three successive extractions with 10 ml of dichloromethane were carried out. The organic phase obtained was evaporated using a rotary evaporator. The white solid formed was washed with dry diethylether and filtered over a nylon membrane (diameter=0.2 μm). 0.8 g (0.27×10−2 moles) of N,N-dimethyl-N,N-di(3,3-dimethylbutyl)ammonium bromide (DMDMBA-Br) was obtained. The nature of the species obtained was verified by proton nuclear magnetic resonance; the results of this analysis are given below:

Provenance & Evidence