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HRID 250820作成日:2026年10月27日

Dimethylformamide → Ethyl 3-[3'-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate

https://huagongshe.com/reaction/250820

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Potassium Phosphate, TribasicHCID 62657—
反応物Ethyl 4-bromocinnamateHCID 141107—
反応物3-Heptyl-1-methyl-1-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]ureaHCID 59574925—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
生成物Ethyl 3-[3'-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylateHCID 6727251075%

反応条件

温度90 °C

反応手順

308 mg (0.26 mmol, 5 mol %) of tetrakis(triphenylphosphine)palladium are added to a solution of 2 g (5.34 mmol, 1.0 eq) of 3-heptyl-1-methyl-1-[3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]urea and 1.6 g (6.4 mmol, 1.2 eq) of ethyl 4-bromocinnamate in 20 mL of an 8/2 mixture of dimethylformamide and of 2M potassium phosphate solution. The reaction mixture is stirred for 3 hours at 90° C. The reaction is stopped by addition of 50 mL of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 1.69 g of ethyl 3-[3′-(3-heptyl-1-methylureido)biphenyl-4-yl]acrylate in oil form are obtained. Yield=75%

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07863332B2
出典データセットuspto-grants-2011_01
ORD IDord-1dfc60704b114f68b546fc8450eec455
出典メモuspto-grants-2011_01