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HRID 404360作成日:2026年10月26日

Potassium Carbonate → Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-5'-(ethyloxy)-2'-fluoro-1,1'-biphenyl-4-carboxylate

https://huagongshe.com/reaction/404360

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物5-Ethoxy-2-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 16217468—
反応物Methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(trifluoromethylsulfonyloxy)benzoateHCID 57467618—
触媒HCID 178418397HCID 178418397—
溶媒DimethylformamideHCID 6228—
溶媒Sodium chloride; waterHCID 57417360—
生成物Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-5'-(ethyloxy)-2'-fluoro-1,1'-biphenyl-4-carboxylateHCID 5770582690%

反応条件

温度90 °C

反応手順

To a stirred solution of methyl 3-(5,5-dimethylcyclopent-1-enyl)-4-(trifluoromethylsulfonyloxy)benzoate T3.5 (0.400 g, 1.1 mmol) in DMF (4.00 mL) at 23° C. was added 5-ethoxy-2-fluorophenylboronic acid (0.29 g, 1.6 mmol, commercially available from Sigma-Aldrich, St. Louis, Mo., USA), potassium carbonate (0.44 g, 3.2 mmol), and then tetrakis(triphenylphosphine)palladium (0.12 g, 0.11 mmol). The mixture was heated to 90° C. and stirred for 21 hours. The mixture was then cooled to room temperature, diluted with brine, and extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was then purified on silica gel (0-10% EtOAc in hexanes) to yield T25.1 as a colorless oil (0.350 g, 90% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08748462B2
出典データセットuspto-grants-2014_06
ORD IDord-60c23cb0cbfc4cc4bbc8fb5cba67ffe7
出典メモuspto-grants-2014_06