Reaktion #84461

Reaktionsgleichung

MeOH

NaH

1H-imidazole

1-bromo-3-chloropropane

→

title compound

Ausbeute 73.0%

1-(3-chloropropyl)-1H-imidazole

Ausbeute 73.0%

Lösungsmittel

THF

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled in an ice bath
2. 2
   TemperaturThe reaction mixture was then warmed to rt
3. 3
   workup.STIRRINGstirred at rt for 1.5 h
4. 4
   workup.STIRRINGstirred at rt overnight
5. 5
   FiltrationThe resulting mixture was filtered
6. 6
   Einengenthe filtrate was concentrated in vacuo
7. 7
   SonstigeThe residue was purified by a silica gel column chromatography (DCM/MeOH (V/V)=30:1)

Vorschrift

Anhydrous THF (25 mL) was cooled in an ice bath. After NaH (1.40 g, 35 mmol, 60%) was added to the THF in one portion, the mixture was stirred at rt for 30 min and cooled in an ice bath. Then a solution of 1H-imidazole (2.00 g, 30 mmol) in anhydrous THF (6 mL) was added dropwise. The reaction mixture was then warmed to rt and stirred at rt for 1.5 h. To the mixture was added 1-bromo-3-chloropropane (4.60 g, 30 mmol) dropwise, and stirred at rt overnight. To the resulting mixture was added MeOH (5 mL) in one portion. The resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/MeOH (V/V)=30:1) to give the title compound as pale yellow oil (3.10 g, 73%).

Quelle