Reaktion #93969

Reaktionsgleichung

dioxan

Potassium borohydride

4,5-dimethoxy-N-phenethyl phthalimide

methanol

→

3-Hydroxy-2-phenethyl-5,6-dimethoxy-2,3-dihydro-1H-isoindol-1-one

Ausbeute 96.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is heated
2. 2
   Temperaturunder reflux for 2 hours
3. 3
   Einengenconcentrated to a volume of 60 cc
4. 4
   workup.DISTILLATIONdistilled water (450 cc)
5. 5
   workup.ADDITIONis added
6. 6
   TemperaturAfter cooling
7. 7
   Filtrationthe resulting precipitate is filtered off
8. 8
   Waschenwashed three times with distilled water (total 1000 cc)
9. 9
   Sonstigedried under reduced pressure (20 mm Hg) at 25° C

Vorschrift

Potassium borohydride (4.87 g) dissolved in distilled water (58.7 cc) is added to 4,5-dimethoxy-N-phenethyl phthalimide (28 g) suspended in a mixture (180 cc) consisting of equal volumes of dioxan and methanol. The reaction mixture is heated under reflux for 2 hours and then concentrated to a volume of 60 cc and distilled water (450 cc) is added. After cooling, the resulting precipitate is filtered off, washed three times with distilled water (total 1000 cc) and dried under reduced pressure (20 mm Hg) at 25° C. 3-Hydroxy-2-phenethyl-5,6-dimethoxy-2,3-dihydro-1H-isoindol-1-one (27.3 g), melting at 130° C., is thus obtained.

Quelle