Reaktion #6850

Reaktionsgleichung

Phosphorus oxychloride

N-[2-(4-methoxy-phenyl)-ethyl]-acetamide

→

7-methoxy-1-methyl-3,4-dihydro-isoquinoline

Ausbeute 45.3%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (200 mL)
3. 3
   Waschenwashed with aqueous sodium bicarbonate (saturated, 100 mL) and brine (100 mL)
4. 4
   TrocknenThe dichloromethane layer was dried over sodium sulfate
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe crude product was purified by column chromatography (5% methanol in dichloromethane)

Vorschrift

Phosphorus oxychloride (22.5 mL) was added to a solution of N-[2-(4-methoxy-phenyl)-ethyl]-acetamide (6.5 g) in acetonitrile (200 mL). The mixture was heated at 120° C. in a sealed tube for 16 h. The solvent was evaporated. The residue was dissolved in dichloromethane (200 mL) and washed with aqueous sodium bicarbonate (saturated, 100 mL) and brine (100 mL). The dichloromethane layer was dried over sodium sulfate, filtered and evaporated. The crude product was purified by column chromatography (5% methanol in dichloromethane) to afford 7-methoxy-1-methyl-3,4-dihydro-isoquinoline (2.67 g).

Quelle