Reaktion #157922

Reaktionsgleichung

Phenyl cyclohexene

thiophene

Dichloromethane

→

desired product

2-(1-Phenyl-cyclohexyl)-thiophene

Lösungsmittel

HBr

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with saturated NaHCO3 (3×10 mL), dried Na2SO4
2. 2
   Einengenconcentrated in vacuo

Vorschrift

Phenyl cyclohexene (50 mg) and thiophene (100 mg) were dissolved in 33% HBr in acetic acid (0.5 mL). The mixture was stirred at room temperature over night. Tlc indicated full conversion of the starting material. Dichloromethane (10 mL) was added. The organic phase was washed with saturated NaHCO3 (3×10 mL), dried Na2SO4 and concentrated in vacuo. The desired product was afforded after flash chromatography (eluent: dichloromethane). Yield: 39 mg. LC/MS purity (UV/MS): 100/90%, Rt 6.22 min. M+1: 243

Quelle