4-(Diethoxymethyl)benzaldehyde → Benzenemethanol, 4-(diethoxymethyl)-

HRID 346211

Reaktionsgleichung

Reaktionsgleichung von HRID 346211
[CH3:1][CH2:2][O:3][CH:4]([O:13][CH2:14][CH3:15])[C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[O:12])=[CH:7][CH:6]=1.[BH4-].[Na+]>CO>[CH2:14]([O:13][CH:4]([O:3][CH2:2][CH3:1])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][OH:12])=[CH:7][CH:6]=1)[CH3:15]

Komponenten

4

Edukt 2

HCID 5959934-(Diethoxymethyl)benzaldehydeHCID 4311764Sodium borohydride

Produkt 1

HCID 11063705Benzenemethanol, 4-(diethoxymethyl)-Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of terephthalaldehyde mono(diethyl acetal) (1.9 ml, 9.6 mmol) in methanol (35 ml) was added sodium borohydride (1.1 g, 28.8 mmol) while cooling. After 5 minutes at room temperature the reaction was quenched with water (50 ml) and the mixture was extracted with ethyl acetate (2×50 ml). The combined extracts were washed with water and brine, dried over sodium sulfate and concentrated in vacuo, leaving title product as a colorless oil (1.81 g, 90%).

Aufarbeitung

  1. temperaturewhile cooling
  2. customAfter 5 minutes at room temperature the reaction was quenched with water (50 ml)
  3. extractionthe mixture was extracted with ethyl acetate (2×50 ml)
  4. washThe combined extracts were washed with water and brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-88817188c4c4442fb5c8c86cb7c37656
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05061717

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