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HRID 1614378作成日:2026年10月27日

3-Butyn-2-ol, 4-bromo-2-methyl- → 6-(3-Methoxyphenyl)-2-methylhexa-3,5-diyn-2-ol

https://huagongshe.com/reaction/1614378

反応式

関与物質

役割名称HCID仕込み量
反応物3-Butyn-2-ol, 4-bromo-2-methyl-HCID 200427—
反応物1-Ethynyl-3-methoxybenzeneHCID 640753—
触媒Cuprous chlorideHCID 62652—
溶媒MethanolHCID 887—
溶媒IsopropylamineHCID 6363—
生成物6-(3-Methoxyphenyl)-2-methylhexa-3,5-diyn-2-olHCID 1977381674.8%

反応手順

50 mg of copper (I) chloride were dissolved in a mixture of 10 ml of isopropylamine and 15 ml of methanol in an atmosphere of argon, and 660 mg of 3-ethynylanisole were then added to the reaction mixture, followed by stirring at room temperature for 10 minutes. 1300 mg of 1-bromo-3-hydroxy-3-methyl-1-butyne were then dropwisely added to the solution over a time of about 2 hours, followed by stirring at room temperature for 2 hours. The solvent was then evaporated from the reaction mixture, and the residue was then neutralized and diluted by 1N hydrochloric acid, and subjected to extraction with dichloromethane three times. The organic layer was then dried over magnesium sulfate, and the solvent was then evaporated. The residue was then purified by silica-gel column chromatography using benzene as an eluent to obtain 800 mg of 5-hydroxy-5-methyl-1-(3-methoxyphenyl)hexane-1,3-diyne.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05196586
出典データセットuspto-grants-1993_03
ORD IDord-51193511cf39407e9d77f2d00dc4bdb4
出典メモuspto-grants-1993_03