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HRID 1027369作成日:2026年10月26日

Hydrochloric Acid → 2-(2,6-Diethyl-4-methylphenyl)-5-([1,3]dioxolan-2-ylmethyl)cyclohexane-1,3-dione

https://huagongshe.com/reaction/1027369

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物1,2-DimethoxyethaneHCID 8071—
反応物Lithium hydroxide, monohydrateHCID 168937—
反応物Iodine, ion (I1+)HCID 3715291—
反応物(2,6-Diethyl-4-methylphenyl)boronic acidHCID 57437319—
触媒Tetrabutylammonium BromideHCID 74236—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
生成物2-(2,6-Diethyl-4-methylphenyl)-5-([1,3]dioxolan-2-ylmethyl)cyclohexane-1,3-dioneHCID 66725107—

反応条件

温度55 °C

反応手順

The iodonium ylide (477 mg, 1.19 mmol) prepared in Step 3a is added to a mixture of 2,6-diethyl-4-methylphenylboronic acid (343 mg, 1.79 mmol), tetrabutylammonium bromide (385 mg, 1.19 mmol), lithium hydroxide monohydrate (151 mg, 3.57 mmol) and palladium (II) acetate (13 mgs) in a mixture of 1,2-dimethoxyethane (10.8 ml) and water (2.7 ml) and the reaction mixture is heated at 55° C. for 5 hours. The reaction is then cooled, dilute aqueous hydrochloric acid is added, and the mixture is extracted with ethyl acetate. The organic extracts are combined, washed with water, dried over anhydrous magnesium sulfate, filtered and the filtrate is concentrated in vacuo. The residue is purified by column chromatography on silica gel to give 2-(2,6-diethyl-4-methylphenyl)-5-([1,3]dioxolan-2-ylmethyl)cyclohexane-1,3-dione

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08735322B2
出典データセットuspto-grants-2014_05
ORD IDord-092fb6cee83243338803759582fbd833
出典メモuspto-grants-2014_05