Water → (5-pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl)-methanol
Reaktionsgleichung
C([O:3][C:4]([C:6]1[N:7]([CH2:17][Si:18]([CH3:21])([CH3:20])[CH3:19])[N:8]=[N:9][C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[N:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:10]1[N:9]=[N:8][N:7]([CH2:17][Si:18]([CH3:19])([CH3:20])[CH3:21])[C:6]=1[CH2:4][OH:3]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a solution of 5-pyridin-2-yl-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester (1.67 g, 5.49 mmol) in dry THF (17 mL) was added portionwise lithiumaluminiumhydride (0.24 g, 6.31 mmol) at 0° C. and the reaction mixture was stirred at 0° C. for 1 h. Then water (240 μL) and NaOH (15%, 240 μL) was added followed by water (720 μL). The precipitate was then filtered off and the filtrate evaporated. Purification by chromatography (silica, 0 to 10% methanol in dichloromethane) afforded the title compound (379 mg, 26%) as a white solid. MS: m/e=263.1 [M+H]+.
Aufarbeitung
- filtrationThe precipitate was then filtered off
- customthe filtrate evaporated
- customPurification by chromatography (silica, 0 to 10% methanol in dichloromethane)
Quellen und Nachweise
- ORD-Eintrag
- ord-578e1fe4c838424e89e4a7dc3fcdfcaa
- Quelldatensatz
- uspto-grants-2014_06
- Patentnummer
- US08742097B2
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