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ChemicalBook CAS DataBase List N-METHYL-3-INDOLEGLYOXYLIC ACID 97

N-METHYL-3-INDOLEGLYOXYLIC ACID 97 synthesis

4synthesis methods
-

Yield:51584-18-0 78%

Reaction Conditions:

with sodium hydroxide in tetrahydrofuran;water at 20; pH=14;

Steps:

5.1.2. General procedure for the synthesis of (1-methyl-1H-indol-3-yl)-oxo-acetic acids (6a-d)

General procedure: To a solution of the suitable acylchloride of the type 5 (10mmol)in anhydrous THF (20 mL), 15 mL of a aqueous solution of sodiumhydroxide (NaOH) 2 M were added dropwise, until completealkalization (pH 14). The reaction mixture was stirred at roomtemperature overnight. Hydrochloric acid (HCl) 6 M (10 mL) wasadded up to pH 1. The resulting solid precipitate was collected byvacuum filtration, washed with H2O, dried under vacuum for 24 hand purified by column chromatography using ethyl acetate aseluent to give the desired oxo-acetic acids 6a-d.

References:

Parrino, Barbara;Carbone, Daniela;Cascioferro, Stella;Pecoraro, Camilla;Giovannetti, Elisa;Deng, Dongmei;Di Sarno, Veronica;Musella, Simona;Auriemma, Giulia;Cusimano, Maria Grazia;Schillaci, Domenico;Cirrincione, Girolamo;Diana, Patrizia [European Journal of Medicinal Chemistry,2021,vol. 209]

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