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HRID 276881作成日:2026年10月25日

1,3-Dibromopropane → 2a-(3-Bromopropyl)-2a, 3,4,5-tetrahydrobenz[cd]indole-2(1H)-one

https://huagongshe.com/reaction/276881

反応式

関与物質

役割名称HCID仕込み量
反応物1,3-DibromopropaneHCID 8001—
反応物Sodium hydrideHCID 24758—
反応物2a,3,4,5-Tetrahydrobenzo[cd]indol-2(1H)-oneHCID 599375—
溶媒DimethylformamideHCID 6228—
生成物2a-(3-Bromopropyl)-2a, 3,4,5-tetrahydrobenz[cd]indole-2(1H)-oneHCID 155426338.8%

反応条件

温度60 °C

反応手順

2a, 3,4,5-Tetrahydrobenz [cd]indole-2(1H) -one (1.0 g, 5.8 mmol) was dissolved in anhydrous N,N-dimethylformamide (40 ml). Thereto was added sodium hydride (230 mg, 5.8 mmol), and the resulting solution was stirred at 60° C. for 1 hour. The reaction solution was mixed with 1,3-dibromopropane (1.8 ml, 17 mmol) and again stirred for 2 hours. The solvent was evaporated under a reduced pressure, and the thus obtained residue was mixed with ethyl acetate and water. The reaction product was extracted with ethyl acetate, washed with saturated brine and dried with anhydrous sodium sulfate. Then the compound obtained by the evaporation of the solvent under a reduced pressure was separated and purified by a silica gel column chromatography to obtain 150 mg of the title compound (0.51 mmol, 8.8% in yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06355642B1
出典データセットuspto-grants-2002_03
ORD IDord-df257ab28db0484287d8fde9c306582f
出典メモuspto-grants-2002_03