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HRID 1388作成日:2026年10月25日

Diethyl Ether → 3,4-Dihydro-4,4-dimethyl-6-acetyl-1-(1,1-dimethlethyl)naphthalene

https://huagongshe.com/reaction/1388

反応式

関与物質

役割名称HCID仕込み量
反応物Diethyl EtherHCID 3283—
反応物Thionyl ChlorideHCID 24386—
反応物4,4-Dimethyl-3,4-dihydro-2H-naphthalen-1-oneHCID 236547—
反応物HCID 178418306HCID 178418306—
生成物3,4-Dihydro-4,4-dimethyl-6-acetyl-1-(1,1-dimethlethyl)naphthaleneHCID 22571553—

反応条件

温度-78 °C

反応手順

To a solution of 6-(2-methyl-1,3-dioxolan-2-yl)!-3,4-dihydro-4,4-dimethylnaphthlen-1(2H)-one ((Compound D15, 353 mg, 1.36 mmol) in 3 ml of dry ether at -78° C. was added dropwise t-BuLi (1 ml, 1.7 mmol, 1.7M solution in pentane). This dear light yellow solution was left at -78° C. for 30 min. Then, fleshly distilled SOCl2 (0.15 ml, 2.0 mmol) was added. The reaction mixture was stirred at -78° C. for additional 30 min and thereafter slowly warmed to room temperature. The reaction was quenched by addition of saturated NH4Cl. The white solids were removed by filtration and the clear solution was concentrated to an oil, and purified by column chromatography with ethyl acetate/hexane (1/10) to give the title compound as a yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05723666
出典データセットuspto-grants-1998_03
ORD IDord-130b3a00a9dc43f5a473799157e45ada
出典メモuspto-grants-1998_03