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ChemicalBook CAS DataBase List Methyl indolyl-3-glyoxylate
18372-22-0

Methyl indolyl-3-glyoxylate synthesis

10synthesis methods
-

Yield: 90%

Reaction Conditions:

Stage #1:indole;oxalyl dichloride in diethyl ether at 0 - 20; for 6 h;
Stage #2:methanol in diethyl ether at 0; for 0.5 h;

Steps:

Preparation of compound methyl 2-(1H-indol-3-yl)-2-oxoacetate (1)
In a reaction flask,7 g ( 60 mmol ) indole and 300 mL of dry diethyl ether were add, and 16.1 mL of oxalyl chloride was added dropwise to the reaction solution at 0 °C. The reaction was continued for 6 h at room temperature to form a yellow suspension. It was further placed at 0° C, 12 mL of methanol was added dropwise to the reaction, and the mixture was stirred for 30 min. The resulting mixture was filtered and washed with ice ether to finally obtain a yellow solid 1 ( 10.93 g , 90% yield).

References:

Guo, Zhenbo;Xu, Yiming;Peng, Yujie;Haroon ur Rashid;Quan, Wei;Xie, Peng;Wu, Lichuan;Jiang, Jun;Wang, Lisheng;Liu, Xu [Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,# 9,p. 1133 - 1137] Location in patent:supporting information

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