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HRID 78059作成日:2026年10月24日

Dimethyl Sulfoxide → 5-(4-Fluorophenoxy)thiophene-2-carbonitrile

https://huagongshe.com/ja/reaction/78059

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物4-FluorophenolHCID 9732—
反応物Potassium CarbonateHCID 11430—
反応物5-Nitrothiophene-2-carbonitrileHCID 519294—
溶媒WaterHCID 962—
生成物5-(4-Fluorophenoxy)thiophene-2-carbonitrileHCID 2313056285.9%

反応条件

温度60 °C

反応手順

To a dimethyl sulfoxide (100 mL) solution of 5-nitro-2-thiophene carbonitrile (5.00 g, 32.4 mmol) were added 4-fluorophenol (5.45 g, 48.6 mmol) and potassium carbonate (11.2 g, 81.0 mmol) under nitrogen atmosphere, which was stirred for 16 hours at 60° C. The reaction solution was cooled to room temperature and water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:10→1:5) to obtain the title compound (6.10 g, 85.9%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08841327B2
出典データセットuspto-grants-2014_09
ORD IDord-e032a5b32a4a429b9fe270faaaf34eb1
出典メモuspto-grants-2014_09