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HRID 34020作成日:2026年10月25日

Chlorotrimethylsilane → (6-Bromo-2,3-difluorophenyl)trimethylsilane

https://huagongshe.com/reaction/34020

反応式

関与物質

役割名称HCID仕込み量
反応物ChlorotrimethylsilaneHCID 6397—
反応物DiisopropylamineHCID 7912—
反応物4-Bromo-1,2-difluorobenzeneHCID 67675—
反応物ButyllithiumHCID 178418339—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
溶媒HexaneHCID 8058—
溶媒Ethyl AcetateHCID 8857—
生成物(6-Bromo-2,3-difluorophenyl)trimethylsilaneHCID 23070109—

反応条件

温度-78 °C

反応手順

Under nitrogen atmosphere, to a solution of 18.2 mL of N,N-diisopropylamine in 200 mL of tetrahydrofuran was added 66.0 mL of 1.57 M n-butyllithium in hexane at 0° C., and stirred at this temperature for 10 minutes. After cooling to −78° C., a solution containing 20.0 g of 1-bromo-3,4-difluorobenzene in 100 mL of tetrahydrofuran was added dropwise and stirred at this temperature for 30 minutes, stirred at this temperature for 30 minutes, added dropwise with 32.9 mL of chlorotrimethylsilane, and the reaction solution was allowed to warm gradually to room temperature, and stirred for a day. After diluting with water and ethyl acetate, the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (n-hexane)-, to afford 20.3 g of the title compound as a colorless oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07429609B2
出典データセットuspto-grants-2008_09
ORD IDord-895884dedeb242c3b6988f0654c0ede9
出典メモuspto-grants-2008_09