Reaktion #507094

Reaktionsgleichung

2-(1H-benzo[d]imidazol-2-yl)benzenamine

n-Bu-Li

→

crude product

2-(1-methyl-1H-benzo[d]imidazol-2-yl)benzenamine

Lösungsmittel

ether

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added via a syringe
2. 2
   workup.ADDITIONMel (360 mg, 2.6 mmol) was added
3. 3
   workup.WAITkept at room temperature for another hour
4. 4
   SonstigeThe reaction crude
5. 5
   Filtrationthe resulted suspension was filtered off the solid

Vorschrift

2-(1H-benzo[d]imidazol-2-yl)benzenamine (525 mg, 2.5 mmol) in 5 mL dry THF was cooled to −78 degrees before 1 mL n-Bu-Li (2.5 mmol, 2.5 N in hexanes) was added via a syringe. The reaction was stirred at −78 degrees for 20 min and Mel (360 mg, 2.6 mmol) was added. The reaction was warmed to r.t. gradually and kept at room temperature for another hour. The reaction crude was diluted with 25 mL ether and the resulted suspension was filtered off the solid. The crude product was isolated after the solvent was removed from the collected filtrate to product 510 mg of 2-(1-methyl-1H-benzo [d]imidazol-2-yl)benzenamine in greater than 95% purity (MS, M++H=224.1).

Quelle