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HRID 590977作成日:2026年10月26日

Ethoxalyl chloride → ethyl (1-methyl-2-phenyl-1H-indol-3-yl)-oxo-acetate

https://huagongshe.com/reaction/590977

反応式

関与物質

役割名称HCID仕込み量
反応物Ethoxalyl chlorideHCID 20884—
反応物1-Methyl-2-phenylindoleHCID 77095—
反応物Sodium BicarbonateHCID 516892—
反応物Aluminum(III) ChlorideHCID 6451240—
溶媒DichloromethaneHCID 6344—
生成物ethyl (1-methyl-2-phenyl-1H-indol-3-yl)-oxo-acetateHCID 7085525343%

反応条件

温度0 °C

反応手順

At 0° C., aluminum (III) chloride (2.5 g, 19 mmol) was added per portion to a solution of 1-methyl-2-phenyl-1H-indole (1 g, 4.8 mmol) and ethyl chlorooxoacetate (900 μL, 8.05 mmol) in dichloromethane (10 mL). The mixture was stirred for 2 hours at 0° C. and then hydrolyzed with a saturated solution of sodium bicarbonate. After removing the aqueous layer, organic layer was washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired keto-ester (8a) (630 mg, 2.05 mmol, 43%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09238026B2
出典データセットuspto-grants-2016_01
ORD IDord-866331b423cb4203b3edccc029b13bb9
出典メモuspto-grants-2016_01