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HRID 636046作成日:2026年10月26日

Hydrochloric Acid → 1-(2-Chloro-4-fluoro-5-nitrophenyl)ethanone

https://huagongshe.com/reaction/636046

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物DichloromethaneHCID 6344—
反応物2-Chloro-4-fluoro-5-nitrobenzoyl chlorideHCID 15124384—
反応物HCID 178477797HCID 178477797—
触媒Tetrakis(triphenylphosphine)palladiumHCID 11979704—
溶媒TetrahydrofuranHCID 8028—
生成物1-(2-Chloro-4-fluoro-5-nitrophenyl)ethanoneHCID 18314484—

反応手順

A 2 M solution of methylzinc chloride in tetrahydrofuran (5.00 mL, 10.1 mmol) is treated dropwise with a solution of 2-chloro-4-fluoro-5-nitrobenzoyl chloride (2.00 g, 8.40 mmol) in tetrahydrofuran, treated with tetrakis(triphenylphosphine)palladium(O) (0.400 g, 0.350 mmol), stirred at room temperature for one hour, and poured into 3 N hydrochloric acid. The resultant aqueous mixture is extracted with ethyl acetate. The organic extracts are combined, washed sequentially with water and saturated sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain a dark liquid. Flash column chromatography of the liquid using silica gel and a methylene chloride in hexanes solution (6:4) gives the title product as an off-white solid (mp 66-68° C.) which is identified by NMR spectral analyses.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06191275B1
出典データセットuspto-grants-2001_02
ORD IDord-e272d6e23e4c495f94740b8d6e9bcc2f
出典メモuspto-grants-2001_02