2-(Dimethylamino)ethanol → HCID 59259706, compound

Participants

Reaction Steps

To a mixture of sodium hydride (60%, 278 mg, 7.0 mmol) and tetrahydrofuran (20 ml) was added 2-dimethylaminoethanol (0.70 ml, 7.0 mmol) at 0° C. (external temperature). Then, the reaction mixture was stirred at room temperature for 30 minutes. To the reaction mixture was added dropwise a mixture of tributyl-iodomethyl-tin (2.0 g, 4.6 mmol) and tetrahydrofuran (5 ml)-N,N-dimethylformamide (20 ml) at 0° C. (external temperature). Then, the reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into water, ethyl acetate was added, and the organic layer was separated. The organic layer was washed with water and an aqueous saturated sodium chloride solution, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography (heptane:ethyl acetate=19:1, NH silica gel) to obtain the title compound (1.7 g, 4.3 mmol, 93%).

Provenance & Evidence