N,N,N',N'-Tetramethylethylenediamine → HCID 87573187, compound

Participants

Reaction Conditions

Reaction Steps

4-Hydroxyphenyldi(4-t-butylphenyl)sulfonium 2,4,6-triisopropylbenzenesulfonate (5.0 g), potassium carbonate (1.28 g), and N,N,N′,N′-tetramethylethylenediamine (0.10 g) were dissolved in dimethyl sulfoxide (15 g). Subsequently, chloroethyl vinyl ether (0.83 g) was added to the resultant solution, followed by heating to 80° C. and stirring for 15 hours. The resultant reaction mixture was cooled to 30° C. or lower. After removal of solid matter through filtration, water (75 g) and dichloromethane (44 g) were added to the filtrate for extraction of a target substance into the dichloromethane layer. The organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer became 7. The solvent was removed by means of a rotary evaporator, and the thus-obtained oily substance was dissolved in acetonitrile (20 g). The acetonitrile layer was washed five times with hexane (15 g). The solvent was removed by means of a rotary evaporator, to thereby yield 4.64 g of a brown oily substance. Through 1H-NMR analysis and ion chromatography, this substance was identified to be 4-vinyloxyethoxyphenyldi(4-t-butylphenyl)sulfonium 2,4,6-triisopropylbenzenesulfonate.

Provenance & Evidence