Reaktion #2339218

Reaktionsgleichung

NaHCO3

2-phenyl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

bromine

→

3-bromo-2-phenyl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

Ausbeute 73.0%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextract with CH2Cl2 (3×100 mL)
2. 2
   WaschenWash the combined organic layers with NaHSO3 (40%, 30 mL)
3. 3
   Trocknendry (MgSO4)
4. 4
   Einengenconcentrate in vacuo
5. 5
   SonstigePurify the residue by flash chromatography (SiO2, eluent: CH2Cl2 to CH2Cl2/MeOH 20:1)
6. 6
   Sonstigeto yield a red solid, 3.54 g, 73% yield

Vorschrift

To a solution of 2-phenyl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole (3.38 g, 18.3 mmol) in dry CH2Cl2 (113 mL) slowly add bromine (1.0 mL, 20.2 mmol) and stir the mixture at room temperature for 1.5 hours. Add a saturated aqueous solution of NaHCO3 (100 mL) and extract with CH2Cl2 (3×100 mL). Wash the combined organic layers with NaHSO3 (40%, 30 mL), dry (MgSO4) and concentrate in vacuo. Purify the residue by flash chromatography (SiO2, eluent: CH2Cl2 to CH2Cl2/MeOH 20:1) to yield a red solid, 3.54 g, 73% yield. MS(ES+): m/z=263.0 (M+H)+

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