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HRID 14191作成日:2026年10月25日

Butylamine → Methyl 3-bromo-5-(butylamino)-4-methoxybenzoate

https://huagongshe.com/reaction/14191

反応式

関与物質

役割名称HCID仕込み量
反応物ButylamineHCID 8007—
反応物Cesium carbonateHCID 10796—
反応物Binap, (A+-)-HCID 634876—
反応物Methyl 3,5-dibromo-4-methoxybenzoateHCID 21086155—
触媒palladium(II) acetateHCID 167845—
溶媒TolueneHCID 1140—
生成物Methyl 3-bromo-5-(butylamino)-4-methoxybenzoateHCID 21086160—

反応条件

温度80 °C

反応手順

To a stirred solution of Pd(OAc)2 (144 mg), BINAP (1.2 g), and cesium carbonate (8.4 g) in toluene (100 mL) was added butylamine (1.6 mL), and the mixture was heated at 80° C. for 15 min. A solution methyl 3,5-dibromo-4-methoxybenzoate (4.2 g) in toluene (30 mL) was added dropwise over 20 min. The mixture was refluxed overnight. The mixture was cooled to room temperature, filtered through diatomaceous earth, and concentrated under reduced pressure. Purification by flash column chromatography (silica, 1:9 ethyl acetate/hexanes) provided 3.5 g of the title compound: 1H NMR (300 MHz, CDCl3) δ 7.52, 7.19, 3.90, 3.88, 3.18, 1.66, 1.46, 0.97.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07727997B2
出典データセットuspto-grants-2010_06
ORD IDord-cb35870106e04ff18d5775ee15a2958c
出典メモuspto-grants-2010_06