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HRID 1913059作成日:2026年10月25日

5-Bromo-2-chlorobenzoyl chloride → (5-Bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone

https://huagongshe.com/reaction/1913059

反応式

関与物質

役割名称HCID仕込み量
反応物5-Bromo-2-chlorobenzoyl chlorideHCID 2756871—
反応物Aluminum(III) ChlorideHCID 6451240—
反応物2-(4-Fluorophenyl)thiopheneHCID 21894783—
溶媒DichloromethaneHCID 6344—
生成物(5-Bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanoneHCID 8668515637.9%

反応条件

温度-10 °C

反応手順

AlCl3 (1.5 g, 11 mmol) was dissolved in 10 mL methylene chloride and cooled to −10° C., followed by addition of 5-bromo-2-chloro-benzoyl chloride 2a (2.54 g, 10 mmol) and 2-(4-fluorophenyl)thiophene 9b (1.78 g, 10 mmol). The reaction mixture was stirred for 30 minutes and then warmed to room temperature and stirred for another 16 hours. Thereafter, the reaction mixture was cooled to −10° C. The reaction mixture was extracted with ethyl acetate (50 mL×2) after a small amount of water and 20 mL 1 M hydrochloric acid were added. The organic extracts were combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography with elution system B to obtain the title compound (5-bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone 9c (1.5 g, yellow solid), yield: 37.9%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08609622B2
出典データセットuspto-grants-2013_12
ORD IDord-240eb617cbd547599c069413a85720b1
出典メモuspto-grants-2013_12