2-(Dimethylamino)ethanol → HCID 69295047, compound

Participants

Reaction Steps

2-(dimethylamino)ethanol (0.05 mol) was dissolved in anhydrous hexane (20 mL) and a solution of chloromethyl undecyl ether (0.05 mol) was added dropwise at room temperature. The reaction mixture was stirred for 15 minutes. The obtained precipitate was washed with dry hexane (40 mL). The material was used in the next step, without further purification. The prepared ammonium chloride was dissolved in water and an aqueous solution of sodium benzoate (0.07 mol) was added. The solution was stirring for 15 min. After 10 h, the reaction mixture was concentrated using a rotary evaporator. To a dry crude product, anhydrous acetone (30 mL) was added. The solid product was filtered and acetone was removed. The product was dried for 10 h at 50° C. in vacuum to obtain (2-hydroxyethyl)dimethylundecyloxymethylammonium benzoate as a grease in 80% yield. Thermogravimetric analysis: Tonset=127° C. 1H and 13C NMR (DMSO) were obtained.

Provenance & Evidence