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HRID 1028310作成日:2026年10月24日

2-Chloroaniline → 1,4-Dimethoxy-9H-carbazole

https://huagongshe.com/ja/reaction/1028310

反応式

関与物質

役割名称HCID仕込み量
反応物2-ChloroanilineHCID 7240—
反応物Benzene, 2-bromo-1,4-dimethoxy-HCID 91353—
反応物Sodium t-butoxideHCID 23676156—
触媒palladium(II) acetateHCID 167845—
溶媒TolueneHCID 1140—
生成物1,4-Dimethoxy-9H-carbazoleHCID 1452930455%

反応条件

温度170 °C

反応手順

Following a published procedure (Bedford, R. B.; Betham, M. J. Org. Chem. 2006, 71, 9403-9410), NaOtBu (0.754 g, 7.84 mmol), Pd(OAc)2 (0.014 g, 0.06 mmol), and [HPtBu3][BF4](0.023 g, 0.078 mmol) were suspended in dry toluene (5 mL) in a microwave vial. 2-Chloroaniline (0.165 mL, 1.567 mmol) and 2-bromo-1,4-dimethoxybenzene (0.240 mL, 1.598 mmol) were then added, and the vial was sealed. The reaction was then heated in the microwave reactor at 170° C. for 4 h, allowed to cool, and then quenched by addition of 1M HCl. The aqueous phase was extracted with CH2Cl2, the organic layer was dried over Na2SO4, filtered and condensed. The crude mixture was purified by chromatography (SiO2, 0-10% EtOAc/Hexane) to afford the title product (0.193 g, 55%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08735440B2
出典データセットuspto-grants-2014_05
ORD IDord-ed49843d2a5941e781b601c1a230fb14
出典メモuspto-grants-2014_05