Hydrogen Peroxide → 2-Chloroquinolin-3-ol

HRID 2045714Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2045714
[Cl:1][C:2]1[C:11](B(O)O)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH4+].[Cl-].[OH2:17].OO>CCOCC>[Cl:1][C:2]1[C:11]([OH:17])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Komponenten

6

Edukt 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 25517Ammonium ChlorideHCID 41986432-Chloroquinoline-3-boronic acid

Produkt 1

HCID 146166312-Chloroquinolin-3-olAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A suspension of 2-chloroquinoline-3-boronic acid (15 g, 72.3 mmol) and NH4Cl (7.16 g, 134 mmol) in Et2O:H2O (600 mL) was treated dropwise with aqueous H2O2 (30%, 62 mL, 709 mmol). The mixture was stirred for 16 h. Then, the precipitate was filtered, washed with water and Et2O, and dried at 60° C. over P2O5 to afford the title compound (11.5 g, 89%). LCMS (ES+) m/z 180 (M+H)+.

Aufarbeitung

  1. filtrationThen, the precipitate was filtered
  2. washwashed with water and Et2O
  3. dry with materialdried at 60° C. over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-4697b6c04e88456e9d95bfc23a4e606d
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08591878B2

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