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HRID 15661作成日:2026年10月27日

Potassium Phosphate, Tribasic → 2',6'-Dimethyl-4'-[3-(methylthio)propoxy]-6-phenoxybiphenyl-3-carbaldehyde

https://huagongshe.com/reaction/15661

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium Phosphate, TribasicHCID 62657—
反応物2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
反応物{2,6-Dimethyl-4-[3-(methylthio)propoxy]phenyl}boronic acidHCID 59342549—
反応物3-Bromo-4-phenoxybenzaldehydeHCID 59342589—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物2',6'-Dimethyl-4'-[3-(methylthio)propoxy]-6-phenoxybiphenyl-3-carbaldehydeHCID 5934260770%

反応条件

温度100 °C

反応手順

3-Bromo-4-phenoxybenzaldehyde (1.11 g, 4.00 mmol), {2,6-dimethyl-4-[3-(methylthio)propoxy]phenyl}boronic acid (1.02 g, 4.00 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.263 g, 0.640 mmol) and tripotassium phosphate (1.70 g, 8.00 mmol) were dissolved in a mixed solvent of toluene (20 mL) and water (4 mL). After argon substitution, tris(dibenzylideneacetone)dipalladium(0) (0.147 g, 0.160 mmol) was added. The reaction mixture was stirred at 100° C. for 18 hr under argon atmosphere. The reaction mixture was allowed to cool, and water was added. The mixture was diluted with ethyl acetate, and the insoluble substance was filtered off through celite. The organic layer of the filtrate was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-20:80) to give the title compound (1.13 g, yield 70%) as a yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07732626B2
出典データセットuspto-grants-2010_06
ORD IDord-0307d4f4d8c845078368933bba8df6d5
出典メモuspto-grants-2010_06