N-(2-Hydroxyethyl)imidazole → 2-(1H-Imidazol-1-yl)ethyl methoxyacetate

HRID 723280Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 723280
[N:1]1([CH2:6][CH2:7][OH:8])[CH:5]=[CH:4][N:3]=[CH:2]1.[CH3:9][O:10][CH2:11][C:12](OC)=[O:13]>C[O-].[Na+].C1(C)C=CC=CC=1>[CH3:9][O:10][CH2:11][C:12]([O:8][CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)=[O:13]

Komponenten

5

Edukt 2

HCID 74168N-(2-Hydroxyethyl)imidazoleHCID 80507Methyl methoxyacetate

Produkt 1

HCID 218725332-(1H-Imidazol-1-yl)ethyl methoxyacetateAusbeute 90,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 10942334Sodium MethoxideKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

In a nitrogen atmosphere, a mixture of 112 g of 2-(1H-imidazol-1-yl)ethanol, synthesized in Synthesis Example 1, 156 g of methyl methoxyacetate, 3.0 g of sodium methoxide, and 200 g of toluene was heated under reflux for 20 hours while distilling off the methanol formed during the reaction. The solvent was distilled off in vacuo. Purification by vacuum distillation gave 166 g of 2-(1H-imidazol-1-yl)ethyl methoxyacetate (boiling point 126° C./27 Pa, yield 90%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 20 hours
  3. distillationwhile distilling off the methanol
  4. customformed during the reaction
  5. distillationThe solvent was distilled off in vacuo
  6. customPurification
  7. distillationby vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-39cdc5cb1477411e99c388126cee1a67
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07141351B2

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