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HRID 1877148作成日:2026年10月25日

1,2-Dimethoxyethane → 5-(3,5-Dimethylisoxazol-4-yl)-2-methylfuran-3-carbaldehyde

https://huagongshe.com/reaction/1877148

反応式

関与物質

役割名称HCID仕込み量
反応物1,2-DimethoxyethaneHCID 8071—
反応物Sodium CarbonateHCID 10340—
反応物3,5-Dimethylisoxazole-4-boronic acidHCID 2734346—
反応物5-Bromo-2-methylfuran-3-carbaldehydeHCID 46941673—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
生成物5-(3,5-Dimethylisoxazol-4-yl)-2-methylfuran-3-carbaldehydeHCID 8664638469%

反応手順

A mixture of 5-bromo-2-methylfuran-3-carbaldehyde (1.9 g), 3,5-dimethylisoxazole-4-boronic acid (1.7 g), tetrakis(triphenylphosphine)palladium(0) (0.6 g), 2N aqueous sodium carbonate solution (9 mL) and 1,2-dimethoxyethane (20 mL) was stirred overnight with refluxing under an argon atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (0% ethyl acetate/hexane to 30% ethyl acetate/hexane), and crystallized from ethyl acetate/hexane to give the title compound (1.4 g, 69%) as a yellow crystal.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08309580B2
出典データセットuspto-grants-2012_11
ORD IDord-6f5ae90eceec4027b83d9dccf571bd95
出典メモuspto-grants-2012_11