Reaktion #2339220

Reaktionsgleichung

NaHCO3

2-phenyl-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine

bromine

→

3-bromo-2-phenyl-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine

Ausbeute 82.0%

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 obtain a brown solid, 2.0 g, 82% yield

Vorschrift

To a solution of 2-phenyl-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine (1.7 g, 8.9 mmol) in dry CH2Cl2 (55 mL) slowly add bromine (0.5 mL, 9.8 mmol) and stir at room temperature for 3 hours. Then, 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) followed by saturated aqueous sodium chloride (50 mL), dry (MgSO4), and concentrate in vacuo. Purify the residue by flash chromatography (SiO2, eluent:CH2Cl2 to CH2Cl2/MeOH 20:1) to obtain a brown solid, 2.0 g, 82% yield. MS((ES+): m/z=277.0, (M+H)+

Quelle