Ethylene Glycol → 2-Pyridinyl-1,3-dioxolane

HRID 742438

Reaktionsgleichung

Reaktionsgleichung von HRID 742438
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[O:8].[CH2:9](O)[CH2:10][OH:11].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:8]1[CH2:9][CH2:10][O:11][CH:7]1[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1

Komponenten

5

Edukt 3

HCID 174Ethylene GlycolHCID 142732-PyridinecarboxaldehydeHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 797732-Pyridinyl-1,3-dioxolaneAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2-pyridinecarboxaldehyde (500 g, 4.67 mol), 561 mL of ethylene glycol, and 234 g of p-toluenesulfonic acid monohydrate in 5.8 L of toluene was heated to reflux while distilling (azeotropic) water formed during the reaction. The solvent was removed in vacuo and the residue was distilled to afford 475 g (67%) of 2-(1,3-dioxolan-2-yl)pyridine (Formula V: R1 =H).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux
  3. distillationwhile distilling (azeotropic) water
  4. customformed during the reaction
  5. customThe solvent was removed in vacuo
  6. distillationthe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-4e760bafeccd4509b7101e1c9747c6d6
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05554620

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