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HRID 18181作成日:2026年10月27日

Sodium Carbonate → 3-Benzyl-7-bromo-5-methyl-benzofuran

https://huagongshe.com/reaction/18181

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物Sodium FormateHCID 2723810—
反応物1-Bromo-3-iodo-5-methyl-2-(3-phenylallyloxy)-benzeneHCID 68585603—
触媒Tetrabutylammonium ChlorideHCID 70681—
触媒Bis(acetonitrile)dichloropalladiumHCID 6093782—
溶媒DimethylformamideHCID 6228—
生成物3-Benzyl-7-bromo-5-methyl-benzofuranHCID 5934492952.7%

反応条件

温度80 °C

反応手順

1-Bromo-3-iodo-5-methyl-2-(3-phenylallyloxy)-benzene (10.86 g, 25 mmol), tetrabutylammonium chloride (7.65 gm, 27.5 mmol), sodium carbonate (6.62 g, 62.46 mmol), sodium formate (1.7 g, 25 mmol), and bis(acetonitrile)dichloropalladium(II) (0.467 g, 1.8 mmol) was added to 50 ml DMF. The mixture was degassed and heated under nitrogen at 80° C. for 105 minutes, then cooled to room temperature. Water was added and the mixture was extracted with a hexanes/ethyl acetate (1:1) mixture. The solution was dried onto 20 gm silica gel, the silica gel was layered over 100 gm silica gel in a fritted funnel and eluted with four 400 ml portions of hexanes. The hexanes was removed under reduced pressure to give 3-benzyl-7-bromo-5-methyl-benzofuran (3.97 g, 52% yield). MS: (M+H)+ 302.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07741326B2
出典データセットuspto-grants-2010_06
ORD IDord-7ac7c6a36b2d43f6bce03c300bbc3b33
出典メモuspto-grants-2010_06