Water → (Z)-1-[2-(benzyloxy)ethyl]-4-{4-[1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl]-2-(prop-1-en-1-yl)phenyl}piperazine

Participants

Reaction Steps

(Z)-2-(4-{4-[2-(benzyloxy)ethyl]piperazin-1-yl}-3-(prop-1-en-1-yl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (40 mg, 0.0796 mmol) was dried with a vacuum pump, and dissolved in dichloromethane (796 μL). Under ice-cold conditions, diisopropylethylamine (42 μL, 0.239 mmol) and chloromethylmethylether (6.6 μL, 0.0876 mmol) were added sequentially, and the mixture was stirred at room temperature for 20 hours. Further, under ice-cold conditions, diisopropylethylamine (84 μL, 0.478 mmol) and chloromethylmethylether (26 μL, 0.350 mmol) were added sequentially, and the mixture was stirred at room temperature overnight. The reaction solution was added water under ice-cold conditions, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/acetone). The title compound (32 mg (yield 73%)) was obtained as a pale yellow oil.

Provenance & Evidence