3-Methylcatechol → 3-Methylveratrole

HRID 71052

Reaktionsgleichung

Reaktionsgleichung von HRID 71052
[CH3:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[C:3]=1O.[CH3:10]I.[C:12]([O-:15])([O-])=O.[K+].[K+]>CC(C)=O>[CH3:10][O:5][C:4]1[CH:6]=[CH:7][CH:8]=[C:2]([CH3:1])[C:3]=1[O:15][CH3:12]

Komponenten

5

Edukt 3

HCID 3403-MethylcatecholHCID 6328Methyl iodideHCID 11430Potassium Carbonate

Produkt 1

HCID 782153-Methylveratrole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

In a round bottom flask, 3-methyl catechol (5.0 g, 40.3 mmol), MeI (22.3 g, 157.1 mmol), and K2CO3 (18.9 g, 136.9 mmol) were dissolved in acetone (20.0 ml). The reaction mixture was stirred at room temperature for 1 h, then at 60° C. for overnight. The reaction mixture was concentrated and chromatographed on silica gel using EtOAc/Hexane (5:95). A pale yellow liquid was isolated in 100% (6.13 g). The characterization of the compound matched previous report: Xing, L.; Wang, X.; Cheng, X.; Zhu, R.; Liu, B.; Hu, Y. Tetrahedron Letters 2007, 63, (38), 9382-9386.

Aufarbeitung

  1. waitat 60° C. for overnight
  2. concentrationThe reaction mixture was concentrated
  3. customchromatographed on silica gel
  4. customA pale yellow liquid was isolated in 100% (6.13 g)

Quellen und Nachweise

ORD-Eintrag
ord-5680a16de7274cb5aacf4ba0058eddff
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822720B2

Verknüpfte Notizen

Wird geladen…