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HRID 225952作成日:2026年10月26日

Water → Ethyl 3-(1,3-dimethyl-1H-indol-2-yl)-5-ethyl-4,5-dihydro-5-isoxazole-carboxylate

https://huagongshe.com/reaction/225952

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Ethyl 2-methylidenebutanoateHCID 291416—
反応物Sodium HypochloriteHCID 23665760—
反応物1,3-Dimethyl-1H-indol-2-aldehyde oximeHCID 85271892—
触媒TriethylamineHCID 8471—
溶媒DichloromethaneHCID 6344—
生成物Ethyl 3-(1,3-dimethyl-1H-indol-2-yl)-5-ethyl-4,5-dihydro-5-isoxazole-carboxylateHCID 6883506335.3%

反応手順

1,3-Dimethyl-1H-indol-2-aldehyde oxime derivative (356 mg, 2.07 mmol) was dissolved in dichloromethane (20 ml), and the mixture was kept at 0□. Ethyl 2-ethylacrylate (345 mg, 1.3 Eq) and triethylamine (6 drops) were dissolved in dichloromethane (5 ml), thus obtained solution was slowly added to the above, and sodium hypochlorite solution (5.5 ml) was further added. The reaction solution was warmed to room temperature and stirred for 4 hours. Water (20 ml) was added, and the mixture was extracted with dichloromethane (40 ml×2), washed with aqueous sodium chloride solution (20 ml), dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography (15% ethyl acetate-hexane) to give the title compound (230 mg, Yield 35%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07557133B2
出典データセットuspto-grants-2009_07
ORD IDord-427150645de04ad59bb5ae8c4cc2ae4b
出典メモuspto-grants-2009_07