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HRID 338221作成日:2026年10月26日

Potassium Carbonate → 6-Chloro-5-phenyl-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/338221

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Phenylboronic AcidHCID 66827—
反応物5-bromo-6-chloro-1H-indole-3-carbaldehydeHCID 86698566—
触媒Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
溶媒EthanolHCID 702—
溶媒TolueneHCID 1140—
生成物6-Chloro-5-phenyl-1H-indole-3-carbaldehydeHCID 8669857298%

反応手順

A mixture of 5-bromo-6-chloro-1H-indole-3-carbaldehyde (200 mg, 0.77 mmol), phenyl boronic acid (114 mg, 0.93 mmol), 2N aqueous potassium carbonate (1.15 mL, 3.10 mmol) in toluene (3.3 mL) and EtOH (1.1 mL) was degassed with N2, treated with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (56.6 mg, 0.077 mmol), and degassed again with N2. The mixture was subjected to microwave irradiation conditions at 120° C. for 30 minutes. The reaction mixture was cooled to room temperature, diluted with water and extracted with EtOAc (50 mL). The organic layer was washed with brine, dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (0-46% EtOAc/petroleum ether) to afford the title compound (190 mg, 98% yield) as a yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08889730B2
出典データセットuspto-grants-2014_11
ORD IDord-bc14fd9a3671457d8e8bfb84eb9723b6
出典メモuspto-grants-2014_11