Reaktion #964558

Reaktionsgleichung

(azidomethyl)(trimethyl)silane

3,3-diethoxyprop-1-yne

sodium

BuOH H2O

→

crude title compound

Ausbeute 81.3%

4-(Diethoxymethyl)-1-[(trimethylsilyl)methyl]-1H-1,2,3-triazole

Ausbeute 81.3%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a 100 ml round bottom flask equipped with a magnetic stir bar
2. 2
   Extraktionextracted with EtOAc
3. 3
   WaschenThe combined organic layers were washed with brine
4. 4
   Trocknendried over anhydrous Na2SO4
5. 5
   Filtrationfiltered
6. 6
   EinengenThe filtrate was concentrated in vacuum

Vorschrift

To a 100 ml round bottom flask equipped with a magnetic stir bar were added (azidomethyl)(trimethyl)silane (1.000 g, 7.740 mmol), 3,3-diethoxyprop-1-yne (0.992 g, 7.740 mmol), freshly made 1.0N sodium asorbate (0.774 ml, 7.740 mmol), and 1.0N Cu2SO4 (0.774 ml, 7.740 mmol) into 30.0 ml of a mixed solvent BuOH/H2O (1:1). The resulting solution was stirred at room temperature for 16 hours. The reaction mixture was diluted with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuum to give the crude title compound as a light yellow liquid (1.620 g, 81% crude). ES-MS [M+1]+: 258.1 (M+H). This intermediate was carried over to the next step without further purifications and characterizations.

Quelle