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HRID 38342作成日:2026年10月25日

Toluene → 5-benzyloxy-6-isopropyl-1,3-dimethyl-1H-indole

https://huagongshe.com/reaction/38342

反応式

関与物質

役割名称HCID仕込み量
反応物TolueneHCID 1140—
反応物Methyl iodideHCID 6328—
反応物Potassium HydroxideHCID 14797—
反応物5-benzyloxy-6-isopropyl-3-methyl-1H-indoleHCID 59598603—
触媒Benzyltributylammonium chlorideHCID 159952—
溶媒WaterHCID 962—
生成物5-benzyloxy-6-isopropyl-1,3-dimethyl-1H-indoleHCID 59598742—

反応条件

温度90 °C

反応手順

5-Benzyloxy-6-isopropyl-3-methyl-1H-indole (0.320 g, 1.15 mmol), KOH (0.264 g, 4.7 mmol), benzyl tributylammonium chloride (0.071 g, 0.230 mmol), and methyl iodide (0.107 mL, 1.72 mmol) were added to 3 mL of toluene. The resulting mixture was stirred for 4 hours at 90° C., cooled to room temperature, poured into water, and extracted with ethyl acetate 2 times. The combined organic layers were washed with water, dried (MgSO4), and evaporated in vacuo to provide a crude oil that was purified with flash chromatography (ethyl acetate/hexanes=1/9); yield 270 mg of 5-benzyloxy-6-isopropyl-1,3-dimethyl-1H-indole.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08524725B2
出典データセットuspto-grants-2013_09
ORD IDord-a73ad4848b2a485e8a88867322cf28f5
出典メモuspto-grants-2013_09