Ethylene Glycol → 2-(2-Methoxy-5-nitrophenyl)-1,3-dioxolane

HRID 356634

Reaktionsgleichung

Reaktionsgleichung von HRID 356634
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]=[O:6].[CH2:14](O)[CH2:15][OH:16]>CC1(C)C2(CS(O)(=O)=O)C(CC1CC2)=O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]1[O:16][CH2:15][CH2:14][O:6]1

Komponenten

4

Edukt 2

HCID 174Ethylene GlycolHCID 90685Benzaldehyde, 2-methoxy-5-nitro-

Produkt 1

HCID 189389642-(2-Methoxy-5-nitrophenyl)-1,3-dioxolaneAusbeute 80,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-Katalysator

Versuchsvorschrift

A solution of 2-methoxy-5-nitrobenzaldehyde (100 g, 550 mmol), ethylene glycol (36.9 ml, 660 mmol) and CSA (5.00 g) was heated at reflux under dehydrating condition for 5 hr. After removal of the solvent, triethylamine (6 ml) was added to the residue and the mixture was recrystallized from first ethyl acetate and from next isopropanol to give 2-(2-methoxy-5-nitrophenyl)-1,3-dioxolane (99.7 g, 80.5%) as a yellow solid.

Aufarbeitung

  1. temperatureat reflux
  2. customfor 5 hr
  3. customAfter removal of the solvent, triethylamine (6 ml)
  4. additionwas added to the residue
  5. customthe mixture was recrystallized from first ethyl acetate and from next isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-7d60184a725840468aa4abdf627f8fd7
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05837711

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