Potassium Carbonate → 3-(2,6-Dimethylbenzyloxy)-2-methoxybenzaldehyde

HRID 1958860Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1958860
[OH:1][C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6].[CH3:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:14]=1[CH2:15]Cl.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[CH3:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:14]=1[CH2:15][O:1][C:2]1[C:3]([O:10][CH3:11])=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=[O:6]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 2211542,6-Dimethylbenzyl ChlorideHCID 118049533-Hydroxy-2-methoxybenzaldehyde

Produkt 1

HCID 866570083-(2,6-Dimethylbenzyloxy)-2-methoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The solution of 3-hydroxy-2-methoxybenzaldehyde (5.06 g, 32.7 mmol), 2,6-Dimethylbenzyl chloride (5.04 g, 33.1 mmol) and K2CO3(4.78 g, 34.6 mmol) in dry DMF (15 ml) was stirred at room temperature under argon for 16 hours, then diluted with EtOAc (40 ml), and washed with water 120 ml). The organic layer was concentrated, and purified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1) to give the title compound as an off white solid.

Aufarbeitung

  1. washwashed with water 120 ml)
  2. concentrationThe organic layer was concentrated
  3. custompurified by flash chromatography on a silica gel column (hex:ethyl acetate 4:1)

Quellen und Nachweise

ORD-Eintrag
ord-f27b9eaba72143838fabe56b8aab0a74
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410154B2

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