Reaktion #2161298

Reaktionsgleichung

N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-1,2,3-triazole-4-carboxamide

methyl magnesium bromide

→

title compound

Ausbeute 115.3%

1-[-(4-methoxybenzyl)-1H-1,2,3-triazol-4-yl]ethanone

Ausbeute 115.3%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   SonstigeThe mixture was quenched with sat. aq. NH4Cl (30 mL)
3. 3
   Extraktionthen extracted with CH2Cl2 (3×50 mL)
4. 4
   Waschenwashed with 1 N aq. NaOH (3×20 mL), water (3×20 mL), brine (50 mL)
5. 5
   Trocknendried over MgSO4
6. 6
   Sonstigeevaporated

Vorschrift

To a solution of N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-1,2,3-triazole-4-carboxamide (8.0 g, 0.03 mol) in anhydrous THF (75 mL) was added dropwise methyl magnesium bromide (3.0 M in hexane, 20 mL, 0.058 mol) at 0° C. After the addition, the mixture was stirred at RT overnight. The mixture was quenched with sat. aq. NH4Cl (30 mL) then extracted with CH2Cl2 (3×50 mL). The organics were combined, washed with 1 N aq. NaOH (3×20 mL), water (3×20 mL), brine (50 mL), dried over MgSO4 and evaporated to yield the title compound (8.0 g, 75.0%) as a white solid.

Quelle