1-(4-fluorophenyl)-2-piperazin-1-ylethanone

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: tert-Butyl 4-(2-(4-fluorophenyl)-2-oxoethyl)piperazine-1-carboxylate (8.65 g, 26.8 mmol), 4 M HCl in dioxane (6 mL) and dioxane (20 mL) were stirred at 43° C. for 1 h. The solvent was removed under reduced pressure and the residue was dried in a vacuum oven to yield the title compound (5.29 g). Exact mass calculated for C12H15FN2O: 222.1. Found: 223.4 (M+H+). The solvent was removed under reduced pressure the residue was dried in a vacuum oven

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: tert-Butyl 4-(2-(4-fluorophenyl)-2-oxoethyl)piperazine-1-carboxylate (8.65 g, 26.8 mmol), 4 M HCl in dioxane (6 mL) and dioxane (20 mL) were stirred at 43° C. for 1 h. The solvent was removed under reduced pressure and the residue was dried in a vacuum oven to yield the title compound (5.29 g). Exact mass calculated for C12H15FN2O: 222.1. Found: 223.4 (M+H+). The solvent was removed under reduced pressure the residue was dried in a vacuum oven

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: tert-Butyl 4-(2-(4-fluorophenyl)-2-oxoethyl)piperazine-1-carboxylate (8.65 g, 26.8 mmol), 4 M HCl in dioxane (6 mL) and dioxane (20 mL) were stirred at 43° C. for 1 h. The solvent was removed under reduced pressure and the residue was dried in a vacuum oven to yield the title compound (5.29 g). Exact mass calculated for C12H15FN2O: 222.1. Found: 223.4 (M+H+). The solvent was removed under reduced pressure the residue was dried in a vacuum oven

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: To the solution of 4-hydroxymethyl-2,6-bis-pentyloxyphenol (525 mg, 1.62 mmol), 1-(4-fluorophenyl)-2-piperazine-1-yl-ethanone (432 mg, 1.94 mmol) and PPh3 (509 mg, 1.94 mmol) in drying THF (10 ml) was dropped diethyl azodicarboxylate (0.38 ml, 2.43 mmol) at 0° C. and then was stirred 15 minutes at room temperature. The solution was added with H2O, then CH2Cl2 was evaporated in vacuo and was washed with brine. The obtained organic solution was dried over anhydrous magnesium sulfate and filtered. The obtained filterate was vacuum concentrated to give the residue, which was purified by column chromatography (Hexane:EtOAc=1:10), yielding 129 mg (15%) of 1-(4-fluorophenyl)-2-[4-(4-hydroxy -3,5-bis-pentyloxybenzyl)piperizine-1-yl]ethanone as a yellow oil. CH2Cl2 was evaporated in vacuo was washed with brine The obtained organic solution was dried over anhydrous magnesium sulfate filtered concentrated to give the residue, which was purified by column chromatography (Hexane:EtOAc=1:10)