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HRID 222517作成日:2026年10月27日

2,6-Dibromopyridine → n-[1-Eth-(z)-ylidene-5,5-dimethoxy-2-oxo-pentyl]acrylimidoyl bromide

https://huagongshe.com/reaction/222517

反応式

関与物質

役割名称HCID仕込み量
反応物2,6-DibromopyridineHCID 12274—
反応物4,4,N-Trimethoxy-N-methylbutyramideHCID 59788083—
反応物ButyllithiumHCID 178418339—
溶媒Diethyl EtherHCID 3283—
生成物n-[1-Eth-(z)-ylidene-5,5-dimethoxy-2-oxo-pentyl]acrylimidoyl bromideHCID 8723332374.9%

反応条件

温度-70 °C

反応手順

To a suspension of 2,6-dibromopyridine (8.1 g, 34.03 mmol) in 80 mL of ether at −70° C., is added BuLi (12.3 mL, 26.17 mmol, 2.5 M in Hexane) in on portion. After stirring at −70° C. for 5 min, 4,4,N-Trimethoxy-N-methyl-butyramide (5.0 g, 26.17 mmol) is added to the solution dropwise. After stirring at −70° C. for 1.5 hr, the reaction mixture is quenched with 120 mL of water and extracted with 3×130 mL of EtOAc. The combined organic layers is concentrated and purified by chromatography (Hexane/EtOAc:70/30) to give N-[1-Eth-(Z)-ylidene-5,5-dimethoxy-2-oxo-pentyl]-acrylimidoyl bromide (5.96 g, 60.5%) as light yellow liquid. M/Z=288.0

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08207183B2
出典データセットuspto-grants-2012_06
ORD IDord-f1b7f0b6bcab4beab82cf0abbf7ef9ac
出典メモuspto-grants-2012_06