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HRID 566657作成日:2026年10月26日

Hexane → 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole

https://huagongshe.com/reaction/566657

反応式

関与物質

役割名称HCID仕込み量
反応物HexaneHCID 8058—
反応物4-Fluorobenzyl chlorideHCID 9602—
反応物Sodium hydrideHCID 24758—
反応物4-methoxy-2-methyl-1H-indoleHCID 10773274—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indoleHCID 1082584984%

反応手順

4-Methoxy-2-methyl-1H-indole (805 mg, 5 mmol) was added to a mixture of 200 mg (5 mmol) of 60% sodium hydride/mineral oil (washed with hexane before adding DMF) in 10 mL of DMF and after stirring for 0.5 hours, 0.6 mL (5 mmol) of 4-fluorobenzyl chloride was added. The mixture was stirred at room temperature for 18 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried (MgSO4) and after concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.1 g (84% yield) of 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole, melting at 104-108° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06175021B1
出典データセットuspto-grants-2001_01
ORD IDord-fb23ef7302ec4aaba9d124d7348ff685
出典メモuspto-grants-2001_01