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HRID 629349作成日:2026年10月26日

Sodium Carbonate → Methyl 4-cyclopropyl-2-hydroxybenzoate

https://huagongshe.com/reaction/629349

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物Cyclopropylboronic acidHCID 2760897—
反応物2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
反応物Methyl 4-bromo-2-hydroxybenzoateHCID 13983552—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物Methyl 4-cyclopropyl-2-hydroxybenzoateHCID 90423168725.4%

反応条件

温度100 °C

反応手順

To a solution of methyl 4-bromo-2-hydroxybenzoate (3.00 g) in toluene (30.0 mL) were added tris(dibenzylideneacetone)dipalladium(0) (0.60 g), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (0.53 g), cyclopropylboronic acid (2.79 g) and sodium carbonate (3.44 g), and the mixture was stirred overnight at 100° C. under argon atmosphere. The reaction mixture was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.80 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09315458B2
出典データセットuspto-grants-2016_04
ORD IDord-a450396b452e46258c5dd273c89950af
出典メモuspto-grants-2016_04