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HRID 76787作成日:2026年10月25日

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 5-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-one

https://huagongshe.com/reaction/76787

反応式

関与物質

役割名称HCID仕込み量
反応物1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
反応物2-(5-Tert-butyl-2-hydroxy-4-nitrophenyl)-2-methylpropanoic acidHCID 59544150—
溶媒TetrahydrofuranHCID 8028—
生成物5-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-oneHCID 59544154—

反応条件

温度30 °C

反応手順

To a solution of compound 18 (7.10 g, 25.2 mmol) in 710 mL of anhydrous THF was added EDCI (14.5 g, 75.6 mmol). The resulting suspension was left stirring at 30° C. overnight. The precipitate was filtered and thoroughly washed with DCM. The filtrate was concentrated to dryness and the residue was dissolved in DCM (100 mL). The solution was washed with water (50 mL×2) and brine (50 mL×1). The DCM layer was then dried over anhydrous Na2SO4 and concentrated to give the crude product, which was purified via column chromatography on silica gel (Petroleum ether/EtOAc 200:1→100:1→50:1) to give compound 19 as a white solid. 1H NMR (CDCl3; 400 MHz) δ 7.36 (s), δ 7.10 (s), δ 1.53 (s), δ 1.41 (s).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08835639B2
出典データセットuspto-grants-2014_09
ORD IDord-8c5d57b67594402dbaa9b5e31292693d
出典メモuspto-grants-2014_09