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HRID 2212771作成日:2026年10月27日

Trifluoroacetic acid → 4-[3-(2-Methyl-1H-indol-3-yl)-propyl]-benzoic acid methyl ester

https://huagongshe.com/reaction/2212771

反応式

関与物質

役割名称HCID仕込み量
反応物Trifluoroacetic acidHCID 6422—
反応物2-MethylindoleHCID 7224—
反応物TriethylsilaneHCID 12052—
反応物Methyl 4-(3-oxopropyl)benzoateHCID 10104031—
溶媒DichloromethaneHCID 6344—
生成物4-[3-(2-Methyl-1H-indol-3-yl)-propyl]-benzoic acid methyl esterHCID 67055494—

反応手順

To a solution of 2-Methyl-1H-indole (0.86 g, 5.2 mmol) and 4-(3-Oxo-propyl)-benzoic acid methyl ester (1.0 g, 5.2 mmol) in methylene chloride (50 mL), was added TFA (1.78 g, 15.6 mmol), followed by triethylsilane (1.81 g, 15.6 mmol). The reaction mixture was stirred overnight, quenched with sat. NaHCO3 solution (50 mL), and the organic layer was washed with sat. NaHCO3 solution, water, brine, and dried (Na2SO4). Solvent was removed under reduced pressure, and the residue was purified by flash column chromatography with 10–20% EtOAc/hexanes to yield the desired 4-[3-(2-Methyl-1H-indol-3-yl)-propyl]-benzoic acid methyl ester in 88% (1.67 g) yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07101875B2
出典データセットuspto-grants-2006_09
ORD IDord-b54289799a764598b76f6267c4bc6811
出典メモuspto-grants-2006_09