Boron tribromide → 2-(7-hydroxyquinolin-4-yloxy)acetic Acid Hydrobromide

HRID 2176610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2176610
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.B(Br)(Br)[Br:19]>ClCCCl.C(Cl)Cl>[BrH:19].[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 25134Boron tribromideHCID 576910212-(7-Methoxyquinolin-4-yloxy)acetic acid

Produkt 1

HCID 1363301242-(7-hydroxyquinolin-4-yloxy)acetic Acid HydrobromideAusbeute 139,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 111,2-DichloroethaneLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a pressure vial was added 2-(7-methoxyquinolin-4-yloxy)acetic acid (1.00 g, 4.29 mmol) in DCE (0.6 M, 7 mL). The vial was cooled in an ice bath and to the solution was added BBr3 (1.62 ml, 17.2 mmol). The reaction was allowed to warm to room temperature and stirred overnight. While some starting material remained, the reaction was stopped and diluted with DCM (keep in hood due to fuming). The solids were filtered and dried over high vacuum to yield a light brown crude solid (˜1.8 g). The material was used without further purification.

Aufarbeitung

  1. temperatureThe vial was cooled in an ice bath and to the solution
  2. filtrationThe solids were filtered
  3. customdried over high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-621d7ffaf40b453d890fa032b55d35b4
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09066954B2

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