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HRID 750164作成日:2026年10月25日

Toluene → 2-benzyl-6-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/750164

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Potassium CarbonateHCID 11430—
反応物Methylboronic AcidHCID 139377—
反応物2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl EsterHCID 44451690—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物2-benzyl-6-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl EsterHCID 4445188281.8%

反応条件

温度100 °C

反応手順

A mixture of 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (300 mg), methylboronic acid (200 mg), tetrakis(triphenylphosphine)palladium(0) (80 mg), potassium carbonate (280 mg), toluene (6 ml) and THF (3 ml) was stirred at 100° C. under a nitrogen atmosphere for 12 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine. The solvent was dried over anhydrous sodium sulfate and the residue was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-hexane:ethyl acetate=2:1) and recrystallized (ethyl acetate-hexane) to give the title compound (210 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07402595B2
出典データセットuspto-grants-2008_07
ORD IDord-29f70d52716844d78fe6ef402124206c
出典メモuspto-grants-2008_07