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HRID 2242290作成日:2026年10月27日

1,2-Dimethoxyethane → 5,5'-Bis[4-(octyloxy)phenyl]-2,2'-bithiophene

https://huagongshe.com/reaction/2242290

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DimethoxyethaneHCID 8071—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物5,5'-Dibromo-2,2'-bithiopheneHCID 638908—
反応物4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 3977284—
触媒Dichlorobis(triphenylphosphine)palladiumHCID 6102075—
溶媒WaterHCID 962—
生成物5,5'-Bis[4-(octyloxy)phenyl]-2,2'-bithiopheneHCID 59027319—

反応条件

温度70 °C

反応手順

To a mixture of 4-octyloxy-phenylboronic acid (Compound 7) (12.0 g, 0.048 mol), 5,5′-dibromo-2,2′-bithiophene (Compound 8) (7.23 g, 0.022 mol), bis(triphenylphosphine) palladium (II) dichloride (0.39 g, 0.56 mmol), and potassium phosphate (15.3 g, 0.072 mol), 160 mL ethylene glycol dimethylether and 50 mL water were added. After heating for 4 hours at 70° C., the reaction mixture was cooled on an ice bath. The solids were filtered and washed with a small amount of chloroform. The solids were suspended in 600 mL water, stirred for 30 minutes, and then filtered. This washing procedure was repeated with methanol. Following two crystallizations from trifluorotoluene using decolorizing charcoal, 5,5′-di(4-octyloxy-phenyl)-2,2′-bithiophene (Compound 4) was isolated as yellow/orange crystals (10.34 g, 81%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07671083B2
出典データセットuspto-grants-2010_03
ORD IDord-a505cfd53a394aa78ab6c2bc3d5c9449
出典メモuspto-grants-2010_03