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HRID 547148作成日:2026年10月24日

Potassium Phosphate, Tribasic → (4'-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-4-methoxy-2'-methyl-biphenyl-3-yl)-acetic Acid Methyl Ester

https://huagongshe.com/ja/reaction/547148

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Sodium BicarbonateHCID 516892—
反応物2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
反応物Methyl 2-(5-bromo-2-methoxyphenyl)acetateHCID 21999895—
反応物(E)-3-ethyl-1-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1-penten-3-olHCID 57463789—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物(4'-{1-ethyl-1-[4-((E)-3-ethyl-3-hydroxy-1-pentenyl)-3-methyl-phenyl]-propyl}-4-methoxy-2'-methyl-biphenyl-3-yl)-acetic Acid Methyl EsterHCID 5770900487%

反応条件

温度100 °C

反応手順

(5-Bromo-2-methoxy-phenyl)-acetic acid methyl ester (Example 180-(1); 45.1 mg, 0.174 mmol), palladium acetate (2.7 mg, 0.012 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (9.5 mg, 0.023 mmol), potassium phosphate (74 mg, 0.348 mmol) and water (0.2 mL) were added to a solution of (E)-3-ethyl-1-(4-{1-ethyl-1-[3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propyl}-2-methyl-phenyl)-1-penten-3-ol (Example 28; 56.7 mg, 0.116 mmol) in toluene (2 mL). After replacement with nitrogen, the mixture was stirred at 100° C. for 1.5 hours. The reaction mixture was then poured into a saturated aqueous sodium bicarbonate solution, followed by extraction with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to give the target compound as a colorless oil (54.7 mg, 87%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07935688B2
出典データセットuspto-grants-2011_05
ORD IDord-6aae3b1f83c24ae9812c7cb7f6023948
出典メモuspto-grants-2011_05