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HRID 1728467作成日:2026年10月27日

Methyl 4-(bromomethyl)benzoate → 2-(4-Carbomethoxyphenyl)-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)ethanone

https://huagongshe.com/reaction/1728467

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl 4-(bromomethyl)benzoateHCID 256687—
反応物5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carbonyl chlorideHCID 2795466—
触媒ZincHCID 23994—
触媒HCID 178418476HCID 178418476—
溶媒1,2-DimethoxyethaneHCID 8071—
生成物2-(4-Carbomethoxyphenyl)-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)ethanoneHCID 14726495—

反応手順

A solution of 4 g (16 mmol) of 5,6,7, 8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-carbonyl chloride and 4 g (16 mmol) of methyl 4-bromomethylbenzoate in 20 ml of dimethoxyethane was added dropwise to a solution or suspension of 0.56 g of bis(triphenylphosphine)palladium(II) dichloride and 2.1 g of zinc powder in 40 ml of dimethoxyethane at room temperature. The reaction mixture was then refluxed for 6 h. After cooling, solids were filtered off and the filtrate was heated with active carbon and filtered hot. The filtrate was concentrated and yielded after recrystallization 3x from methanol and finally from isopropanol 0.9 g of the title compound of melting point 103°-104° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05326900
出典データセットuspto-grants-1994_07
ORD IDord-6a293432ee734933a445f4dd54e81c94
出典メモuspto-grants-1994_07