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HRID 1258833作成日:2026年10月27日

Sodium hydride → 1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1258833

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物15-Crown-5HCID 36336—
反応物Ethyl 1-hydroxycyclopropane-1-carboxylateHCID 2733706—
反応物4-Bromo-3-fluoro-2-nitrophenolHCID 53404876—
溶媒TetrahydrofuranHCID 8028—
生成物1-(4-Bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl esterHCID 5834078451.9%

反応手順

To a stirred solution of ethyl-1-hydroxycyclopropane carboxylate (2.93 g, 20.5 mmol) in THF (50 mL) was added sodium hydride (60% in mineral oil, 981 mg, 24.5 mmol) under argon atmosphere. After 10 min, 15-crown-5 (0.2 mL) followed by 4-bromo-2-nitro-fluorophenol (4.5 g, 20.5 mmol) were added. The reaction mixture was stirred at room temperature overnight then quenched by the addition of methanol (1.5 mL) and diluted with ethyl acetate. The mixture was washed with brine, and the organic layer was dried over anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography to give 1-(4-bromo-2-nitro-phenoxy)-cyclopropanecarboxylic acid ethyl ester (3.51 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08466114B2
出典データセットuspto-grants-2013_06
ORD IDord-3e96af10336743b39d11cdf382a2ee31
出典メモuspto-grants-2013_06