Hydrochloric Acid → 5-Methoxy-2-(3-methylbut-2-enyloxy)benzaldehyde

HRID 30093

Reaktionsgleichung

Reaktionsgleichung von HRID 30093
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22].Cl>CN(C)C=O.C(OCC)(=O)C>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:2]([O:1][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])=[C:3]([CH:6]=1)[CH:4]=[O:5]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 700922-Butene, 1-bromo-3-methyl-HCID 956952-Hydroxy-5-methoxybenzaldehyde

Produkt 1

HCID 105849975-Methoxy-2-(3-methylbut-2-enyloxy)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-hydroxy-5-methoxybenzaldehyde (7.6 g, 50 mmol) in dry N,N-dimethylformamide (100 mL) was added potassium carbonate (10.4 g), followed by 1-bromo-3-methylbut-2-ene (10.0 g, 67 mmol). The mixture was stirred at room temperature for 48 hours and ethyl acetate added. Sufficient 1M hydrochloric acid was cautiously added to neutralize the base, and the organic layer was washed with water three times, followed by brine, and dried over magnesium sulfate. The mixture was filtered, and solvent removed from the filtrate under reduced pressure, to provide 5-methoxy-2-(3 -methylbut-2-enyloxy)benzaldehyde.

Aufarbeitung

  1. washthe organic layer was washed with water three times
  2. dry with materialdried over magnesium sulfate
  3. filtrationThe mixture was filtered
  4. customsolvent removed from the filtrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-06f988e364c540fbacba7f1878f5c21d
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423045B2

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