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HRID 16353作成日:2026年10月26日

Cesium fluoride → 1,2,3-trifluoro-5-((E)-propenyl)benzene

https://huagongshe.com/reaction/16353

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium fluorideHCID 25953—
反応物1,4-DioxaneHCID 31275—
反応物1-Bromo-3,4,5-trifluorobenzeneHCID 611409—
反応物((1E)-prop-1-en-1-yl)boronic acidHCID 6157276—
溶媒WaterHCID 962—
溶媒HexaneHCID 8058—
生成物1,2,3-trifluoro-5-((E)-propenyl)benzeneHCID 6871651584.1%

反応条件

温度80 °C

反応手順

In nitrogen atmosphere, tetrakistriphenylphosphine palladium(0) (4.66 g) and cesium fluoride (21.4 g) were added to a solution mixture of dioxane (95 mL) and water (5 mL) of 1-bromo-3,4,5-trifluorobenzene (8.5 g) and trans-1-propen-1-ylboronic acid (4.1 g). The resulting reaction solution was stirred at 80° C. for 5 hr and then cooled to room temperature, and hexane and water were added thereto. The insoluble matter was removed by filtration. The organic layer of the filtrate was separated and washed with water. The insoluble matter was removed by filtration again. The filtrate was washed with water and then with saturated saline, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane) to give 5.83 g of the title compound. The physical property values of this compound were as follows:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07737141B2
出典データセットuspto-grants-2010_06
ORD IDord-930aae2dda3b4ecab88de5f4c21b575b
出典メモuspto-grants-2010_06