Potassium Hydroxide → 1,3-Dioxaindane-4-carboxylic acid

HRID 380472

Reaktionsgleichung

Reaktionsgleichung von HRID 380472
[CH2:1]1[O:11][C:10]2[C:3](=[C:4]([CH:7]=[CH:8][CH:9]=2)[CH:5]=[O:6])[O:2]1.[OH-:12].[K+]>CCO.O.[N+]([O-])([O-])=O.[Ag+]>[CH2:1]1[O:11][C:10]2[C:3](=[C:4]([CH:7]=[CH:8][CH:9]=2)[C:5]([OH:12])=[O:6])[O:2]1

Komponenten

6

Edukt 2

HCID 14797Potassium HydroxideHCID 822641,3-Benzodioxole-4-carboxaldehyde

Produkt 1

HCID 3048321,3-Dioxaindane-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24470Silver NitrateKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of 0.85 g (5.66 mmol) of 2,3-methylenedioxybenzaldehyde (Aldrich) in EtOH at 0° C. was added a solution of 2.12 g (12.45 mmol) of AgNO3 in 7.5 mL of H2O. To this was then added a solution of 1.74 g (31.4 mmol) of KOH in 12 mL of H2O. After 2 h, the reaction mixture was filtered and the filter was washed with EtOH. The filtrate was concentrated and the pH was adjusted to pH=2 to 3 with 6N HCl. The title compound precipitated out and was isolated by filtration to give the title compound. 1H NMR (CDCl3) δ6.16 (s, 2H), 6.92 (t, 1H, J=8 Hz), 7.04 (d, 1H, J=8 Hz), 7.48 (d, 1H, J=8 Hz);

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. washthe filter was washed with EtOH
  3. concentrationThe filtrate was concentrated
  4. customThe title compound precipitated out
  5. customwas isolated by filtration

Quellen und Nachweise

ORD-Eintrag
ord-c5c6588803d6433d82995a3d76f74d55
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303593B1

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