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HRID 1004279作成日:2026年10月27日

Dimethylformamide → Benzofuran-6-carbaldehyde

https://huagongshe.com/reaction/1004279

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物TriethylamineHCID 8471—
反応物DiphenylpropylphosphineHCID 82100—
反応物Trioctylsilane, 95%HCID 87780—
反応物Benzofuran-6-YL trifluoromethanesulfonateHCID 11357589—
触媒palladium(II) acetateHCID 167845—
溶媒WaterHCID 962—
生成物Benzofuran-6-carbaldehydeHCID 14354086—

反応条件

温度70 °C

反応手順

A solution of triflate 20-3 (0.798 g, 3.0 mmol), Pd(OAc)2 (13.5 mg, 0.060 mmol), and diphenylphosphinopropane (24 mg, 0.060 mmol) in DMF (15 mL) was heated to 70° C. with a gentle flow of CO (g) passing through it. Triethylamine (1.66 mL, 12 mmol) was added followed by trioctylsilane (2.70 mL, 6.0 mmol). The solution was maintained at 70° C. for 2 h, and cooled to room temperature. The solution was diluted with water (10 mL). The mixture was extracted with Et2O (2×30 mL). The combined organic extracts were washed with brine (10 mL), dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography (5% acetone/hexanes) to give the desired aldehyde 20-4.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06048861
出典データセットuspto-grants-2000_04
ORD IDord-a514bf9b46dd4cb4b84a88899ab2f33b
出典メモuspto-grants-2000_04