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HRID 39424作成日:2026年10月26日

Tricyclohexylphosphine → Methyl 2-cyclopropyl-4-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/39424

反応式

関与物質

役割名称HCID仕込み量
反応物TricyclohexylphosphineHCID 75806—
反応物Cyclopropylboronic acidHCID 2760897—
反応物Potassium phosphate, tribasic, monohydrateHCID 22031701—
反応物Methyl 2-bromo-4-(trifluoromethyl)benzoateHCID 46311084—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物Methyl 2-cyclopropyl-4-(trifluoromethyl)benzoateHCID 5943848771%

反応条件

温度100 °C

反応手順

To a solution of 400 mg (1.413 mmol) 2-bromo-4-trifluoromethyl-benzoic acid methyl ester, 146 mg (1.696 mmol) cyclopropyl boronic acid, 1.21 g (4.946 mmol) tri-potassium phosphate monohydrate and 40.9 mg (0.141 mmol) tricyclohexyl phosphine in 6 ml toluene and 0.3 ml water under nitrogen at room temperature, was added 15.9 mg (0.0707 mmol) palladium acetate. The mixture was stirred in a 100° C. oil bath for 4 hours and overnight at room temperature under nitrogen. The mixture was cooled to room temperature. Water was added and the mixture extracted with ethyl acetate. The organic layer was washed once with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%) to provide 0.24 g (71%) of the title compound as a yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08524909B2
出典データセットuspto-grants-2013_09
ORD IDord-097425ff52c54562baa0eec500115c7e
出典メモuspto-grants-2013_09