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

HRID 639351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 639351
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:11]([O-:13])=[O:12])=[C:7]([CH:10]=1)[CH:8]=[O:9].[CH2:14](O)[CH2:15][OH:16].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:9]1[CH2:14][CH2:15][O:16][CH:8]1[C:7]1[CH:10]=[C:3]([O:2][CH3:1])[CH:4]=[CH:5][C:6]=1[N+:11]([O-:13])=[O:12]

Komponenten

5

Edukt 3

HCID 174Ethylene GlycolHCID 2303715-Methoxy-2-nitrobenzaldehydeHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 572490272-(5-Methoxy-2-nitrophenyl)-1,3-dioxolaneAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

The mixture 5-methoxy-2-nitrobenzaldehyde (1 eq), ethylene glycol (1.4eq) and p-toluene sulfonic acid monohydrate (catalytic amount) in toluene was heated to reflux with a Dean-Stark apparatus for 16 hours. The mixture was then concentrated and passed through a plug of silica to give 2-(1,3-dioxolan-2-yl)-4-methoxy-1-nitrobenzene in 85-90% yield.

Aufarbeitung

  1. temperatureto reflux with a Dean-Stark apparatus for 16 hours
  2. concentrationThe mixture was then concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0ef20e714ea348988ef2c59f5bbbf2b4
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691866B2

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