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HRID 30358作成日:2026年10月25日

1-Chloro-4-(chloromethyl)benzene → 3-(3-Bromophenyl)-4-(4-chlorophenyl)-3-methyl-2-butanone

https://huagongshe.com/reaction/30358

反応式

関与物質

役割名称HCID仕込み量
反応物1-Chloro-4-(chloromethyl)benzeneHCID 7723—
反応物Ethyl AcetateHCID 8857—
反応物Caesium hydroxide--water (1/1/1)HCID 23679066—
反応物3-(3-Bromophenyl)butan-2-oneHCID 66436791—
触媒Tetrabutylammonium IodideHCID 67553—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
生成物3-(3-Bromophenyl)-4-(4-chlorophenyl)-3-methyl-2-butanoneHCID 68675648—

反応手順

To a solution of 3-(3-bromophenyl)-2-butanone (2.0 g, 8.8 mmol) in methylene chloride (100 mL) was added 4-chlorobenzyl chloride (1.4 g, 8.8 mmol), tetrabutylammonium iodide (0.16 g, 0.44 mmol) and cesium hydroxide monohydrate (5.9 g, 35 mmol). After stirring at room temperature for 3.5 h, the reaction mixture was poured into ethyl acetate (100 mL) and water (100 mL). The organic layer was separated and the aqueous layer extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated to dryness to give the title compound. 1H NMR (400 MHz, CD3OD): δ 7.5-7.1 (m, 4 H), 7.08 (d, 2H), 6.68 (d, 2H), 3.16 (ABq, 2H), 1.98 (s, 3H), 1.42 (s, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07423067B2
出典データセットuspto-grants-2008_09
ORD IDord-b7583f5efae64ba4bc4392e03243ee37
出典メモuspto-grants-2008_09