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HRID 1958288作成日:2026年10月27日

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/1958288

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Sodium hydrideHCID 24758—
反応物1-CyclohexylpiperazineHCID 87298—
反応物(Oxiran-2-yl)methyl 3-nitrobenzene-1-sulfonateHCID 286836—
反応物3-ChlorocarbazoleHCID 520302—
溶媒TetrahydrofuranHCID 8028—
生成物Hydrochloric AcidHCID 313—
生成物(+/-)-1-(3-Chlorocarbazol-9-yl)-3-(4-cyclohexylpiperazin-1-yl)propan-2-olHCID 66742182—

反応条件

温度60 °C

反応手順

A solution of NaH (0.026 g, 0.60 mmol, 55% in mineral oil) is added into a solution of 3-chloro-9H-carbazole (0.100 g, 0.50 mmol) in anhydrous THF (5 mL). After 30 min of stirring at rt a solution of (±)-3-nitro-benzenesulfonic acid oxiranylmethyl ester in anhydrous THF (0.5 mL) is added. After 90 min of stirring at rt a solution of 1-cyclohexyl piperazine (0.25 g, 1.50 mmol) in anhydrous THF (1 mL) is then added. The resulting mixture is allowed to stir at 60° C. for 15 hours. The reaction mixture is quenched with brine (15 mL) and extracted with Et2O (50 mL+2×25 mL). After drying over MgSO4, evaporation under reduced pressure, the crude compound is purified via flash chromatography on a 3×24 cm2 SiO2 column using EtOAc/MeOH (8/1) and (4/1) as eluant. A solution of the purified above compound (0.088 g, 0.21 mmol, 41%) is treated with HCl (1M in Et2O) to give the title compound hydrochloride (0.085 g, 0.17 mmol) as a white powder in a 34% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08410110B2
出典データセットuspto-grants-2013_04
ORD IDord-0e1a098868e94d30bf0b0f3b9caf17a2
出典メモuspto-grants-2013_04