Water → 3-Hydroxy-4-methoxy-3-phenyl-butyraldehyde

HRID 470407Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 470407
[CH3:1][O:2][CH2:3][C:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:10])[CH2:5][CH:6]([OH:9])CO.O>ClCCl>[OH:10][C:4]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([CH2:3][O:2][CH3:1])[CH2:5][CH:6]=[O:9]

Komponenten

4

Edukt 2

HCID 962Water2×HCID 596356585-Methoxy-4-phenyl-pentane-1,2,4-triol

Produkt 1

HCID 596356773-Hydroxy-4-methoxy-3-phenyl-butyraldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

NalOt (5.20 g) was added to a mixture of 5-methoxy-4-phenyl-pentane-1,2,4-triol (1.10 g), dichloromethane (10 mL), and water (5 mL) chilled in an ice bath. The mixture was stirred vigorously while warming to ambient temperature in the cooling bath and further stirred at this temperature overnight. Then, water (20 mL) and dichloromethane (50 mL) were added, the organic layer was separated, and the aqueous layer was extracted with dichloromethane (2×25 mL). The combined organic phases were washed with water and dried (MgSO4). After removal of the solvent, the title compound was yielded which was directly submitted to the next reaction step (glycol cleavage).

Aufarbeitung

  1. temperaturechilled in an ice bath
  2. stirringfurther stirred at this temperature overnight
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted with dichloromethane (2×25 mL)
  5. washThe combined organic phases were washed with water
  6. dry with materialdried (MgSO4)
  7. customAfter removal of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-a14e607378c4484db1c6ea7159671357
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08629138B2

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