Reaktion #473563

Reaktionsgleichung

1H-pyrazole

iodonaphthalene

Cs2CO3

→

1-(naphthalen-1-yl)-1H-pyrazole

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas evacuated
2. 2
   workup.ADDITIONfilled with nitrogen twice
3. 3
   workup.WAITat 120° C. for 2 days
4. 4
   TemperaturThe reaction mixture was then cooled to room temperature
5. 5
   workup.ADDITIONdiluted with ethyl acetate
6. 6
   Filtrationfiltered through silica gel
7. 7
   Einengenconcentrated

Vorschrift

A mixture of 1H-pyrazole (300 mg, 4.4 mmol), iodonaphthalene (1.1 g, 4.4 mmol), copper (I) iodide (126 mg, 0.66 mmol), Cs2CO3 (2.15 g, 6.6 mmol) in DMF (5 mL) was evacuated and filled with nitrogen twice. The reaction was then stirred at room temperature for 30 minutes and then at 120° C. for 2 days. The reaction mixture was then cooled to room temperature, diluted with ethyl acetate, filtered through silica gel and concentrated to give 1-(naphthalen-1-yl)-1H-pyrazole as pure solid. (800 mg, 93%).

Quelle