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HRID 269526作成日:2026年10月26日

1,2-Dibromobenzene → 5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/269526

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DibromobenzeneHCID 11414—
反応物Potassium CarbonateHCID 11430—
反応物(3-Amino-5-(methoxycarbonyl)phenyl)boronic acidHCID 2737799—
反応物Toluene ethanolHCID 21863594—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
生成物5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl esterHCID 6931071976%

反応条件

温度90 °C

反応手順

A mixture of (3-amino-5-methoxycarbonylphenyl)boronic acid (1.02 g, 5.23 mmol), 1,2-dibromobenzene (2.47 g, 10.46 mmol), potassium carbonate (5.52 g, 40 mmol) and tetrakis(triphenylphosphine)palladium(0) (606 mg, 0.523 mmol) in 1:1 toluene/ethanol (30 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified using Biotage with ethyl acetate/iso-hexane (3:17) to yield the title compound as a colourless gum (1.21 g, 76%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07446222B2
出典データセットuspto-grants-2008_11
ORD IDord-c184d1913744492f993b42022b19c865
出典メモuspto-grants-2008_11