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HRID 2117326作成日:2026年10月25日

Sodium Carbonate → 5-(4-tert-Butylphenyl)pyridazin-3(2H)-one

https://huagongshe.com/reaction/2117326

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4-tert-Butylphenylboronic acidHCID 2734320—
反応物5-Chloropyridazin-3(2H)-oneHCID 19905718—
触媒Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
溶媒1,4-DioxaneHCID 31275—
生成物5-(4-tert-Butylphenyl)pyridazin-3(2H)-oneHCID 6915858845.9%

反応条件

温度100 °C

反応手順

A mixture of 5-chloropyridazin-3(2H)-one (2.94 g, 22.5 mmol), 4-tert-butylphenylboronic acid (8 g, 44.9 mmol), dioxane (100 ml), 2M aqueous sodium carbonate solution (25 ml) and [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium (0.5 g) was degassed (N2), then heated at 100° C. for 18 hours under nitrogen. After cooling to room temperature and standing 24 hours, ethyl acetate (250 ml) was added. The mixture was filtered and the collected solid washed with ethyl acetate to give the title compound 2.36 g. The layers of the filtrate were separated, the aqueous phase extracted with ethyl acetate (100 ml) and the combined organic phases evaporated. Ethyl acetate (100 ml) was added to the residue and the mixture left to stand. A second crop of crystals (2.26 g) was collected and washed with ethyl acetate, giving a combined yield of 4.62 g, 90%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07442701B2
出典データセットuspto-grants-2008_10
ORD IDord-c15581be39c34d18b9460cca805cbd50
出典メモuspto-grants-2008_10