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

HRID 1513771Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1513771
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-d972dea2b0ca400c8afaa599b07459fb
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08217177B2

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