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ChemicalBook CAS DataBase List 6-Bromo-5-fluoroindole

6-Bromo-5-fluoroindole synthesis

3synthesis methods
-

Yield: 89%

Reaction Conditions:

with iron;acetic acid in ethanol at 90;

Steps:


The enamine (1.89 g, 4.38 mmol) was dissolved in EtOH (35.0 ml_). To this solution Fe (4.42 g, 79.0 mmol) and acetic acid (35.0 ml_) were added and the mixture was stirred at 90 °C for overnight. The resulting mixture was filtered and concentrated. The residue was purified by column chromatography (ethyl acetate-hexane; 1 :9) to afford 6- bromo-5-fluoro-1 H-indole as a yellow solid (0.83 g, 89%). 1H NMR (CDCI3, 400 MHz): 6.52 (m, 1 H), 7.27 (m, 1 H), 7.38 (d, J = 9.3 Hz, 1 H), 7.57 (d, J = 5.7 Hz, 1 H), 8.18 (br. s, 1 H).

References:

THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS WO2008/77138, 2008, A1 Location in patent:Page/Page column 77

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