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HRID 402828作成日:2026年10月25日

Toluene → Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate

https://huagongshe.com/reaction/402828

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Cesium carbonateHCID 10796—
反応物Potassium cyclopropyltrifluoroborateHCID 23697338—
反応物Methyl 3,5-dibromo-4-(trifluoromethoxy)benzoateHCID 66764920—
触媒palladium(II) acetateHCID 167845—
触媒Bis(adamantan-1-yl)(butyl)phosphaneHCID 11371790—
溶媒WaterHCID 962—
生成物Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoateHCID 66764880—

反応条件

温度100 °C

反応手順

To methyl 3,5-dibromo-4-(trifluoromethoxy)benzoate (500 mg, 1.32 mmol), Cs2CO3 (2586 mg, 7.94 mmol), Pd(OAc)2 (11.9 mg, 0.053 mmol), potassium cyclopropyltrifluoroborate (470 mg, 3.18 mmol) and di(1-adamantyl)-n-butylphosphine (28.5 mg, 0.079 mmol) was added toluene (12 mL) and water (1.2 mL). The reaction mixture was heated to 100° C. overnight. The reaction mixture was cooled to room temperature, diluted with water, extracted with DCM and evaporated in vacuo. The residue was purified by silica gel chromatography (0-20% EtOAc/hexanes) to yield the title compound (259 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08742110B2
出典データセットuspto-grants-2014_06
ORD IDord-7fd07df0264a410eac9a56bdedf98093
出典メモuspto-grants-2014_06