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ChemicalBook CAS DataBase List 8-BROMOQUINOLIN-2(1H)-ONE
67805-67-8

8-BROMOQUINOLIN-2(1H)-ONE synthesis

5synthesis methods
-

Yield: 75%

Reaction Conditions:

with aluminum (III) chloride in chlorobenzene at 125; for 2 h;

Steps:

39.b
(b) 8-Bromo-2(1H)-quinolinone To a suspension of (2E)-N-(2-bromophenyl)-3-phenyl-2-propenamide (22.9 g, 76.0 mol) in chlorobenzene (100 ml) under an argon atmosphere at room temperature was added aluminium trichloride (60.78 g, 133.34 mmol). The reaction was heated for 2 hours at 125° C. after which time the reaction mixture was cooled to 50° C. before being carefully added to ice water (3 L). The resultant solid was filtered and then washed with water (500 ml), then triturated with hot ethanol, filtered and dried in vacuo to provide the desired compound as a white solid (7.39 g, 75%). MS (ES+) m/z 225 (MH+, 100%).

References:

Cailleau, Nathalie;Davies, David Thomas;Esken, Joel Michael;Hennessy, Alan Joseph;Kusalakumari Sukumar, Senthil Kumar;Markwell, Roger Edward;Miles, Timothy James;Pearson, Neil David US2008/221110, 2008, A1 Location in patent:Page/Page column 38

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