Sodium Hydroxide → 2-Ethyl-6-methoxybenzaldehyde

HRID 254468

Reaktionsgleichung

Reaktionsgleichung von HRID 254468
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1/[CH:11]=N/C(C(C)C)C(C)C)[CH3:2].[OH-:20].[Na+]>C1COCC1.Cl>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH:11]=[O:20])[CH3:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 178436445HCID 178436445, Verbindung

Produkt 1

HCID 118589792-Ethyl-6-methoxybenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 1.0 g (E)-[1-(2-ethyl-6-methoxy-phenyl)-methylidene]-(1-isopropyl-2-methyl-propyl)-amine in 1 ml THF and 0.19 ml 4N HCl was heated to reflux for 1 hour then cooled to ambient temperature and poured onto a 1N aqueous NaOH solution. The aqueous phase was extracted with ethyl acetate, the combined extracts washed with brine, dried over Na2SO4, filtered and evaporated. The residue was purified by flash-chromatography on silica gel with a heptane/ethyl acetate gradient as eluent: 0.50 g 2-ethyl-6-methoxy-benzaldehyde as colourless oil: MS (EI): 261.2 (M+.), 218.2 ((M-((CH3)2CH))+., 100%).

Aufarbeitung

  1. temperatureto reflux for 1 hour
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. washthe combined extracts washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by flash-chromatography on silica gel with a heptane/ethyl acetate gradient as eluent

Quellen und Nachweise

ORD-Eintrag
ord-cc2e1f364d6f465b9ca5dfe30ccda2b8
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875645B2

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