Carbon Dioxide → 1-Methyl-1H-1,2,4-triazole-5-carboxylic acid
Reaktionsgleichung
[CH3:1][N:2]1[CH:6]=[N:5][CH:4]=[N:3]1.C([Li])CCC.[C:12](=[O:14])=[O:13]>C1COCC1.CCCCCC>[CH3:1][N:2]1[C:6]([C:12]([OH:14])=[O:13])=[N:5][CH:4]=[N:3]1Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
1-Methyl-1H-1,2,4-triazole (1.19 g) was dissolved in THF (15 ml) and cooled to −78° C. under nitrogen. A 1.6M solution of butyllithium in hexane (9.4 ml) was added dropwise. The solution was stirred for 1.5 h at −78° C., then the solution was treated with solid carbon dioxide (2 g). After 30 min at −78° C. the solution was allowed to warm to RT and stirred overnight. The reaction was quenched with water (1 ml) and the solvent was decanted off. To the residue was added ethyl acetate (20 ml) and water (20 ml). The solvent was removed in vacuo and the residue was dried in a vacuum oven for 1 day (50° C.) to give the title compound (1.61 g) as a white solid.
Aufarbeitung
- waitAfter 30 min at −78° C. the solution was allowed
- temperatureto warm to RT
- stirringstirred overnight
- customThe reaction was quenched with water (1 ml)
- customthe solvent was decanted off
- additionTo the residue was added ethyl acetate (20 ml) and water (20 ml)
- customThe solvent was removed in vacuo
- customthe residue was dried in a vacuum oven for 1 day (50° C.)
Quellen und Nachweise
- ORD-Eintrag
- ord-26fa0ad4425742879cadda3a95cacd2a
- Quelldatensatz
- uspto-grants-2014_02
- Patentnummer
- US08658635B2
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