Reaktion #794691

Reaktionsgleichung

sodium triacetoxyborohydride

Sodium hydrogen carbonate

1-(diphenylmethyl)azetidin-3-one

methylpiperazine

→

title compound

Ausbeute 89.4%

1-(1-(Diphenylmethyl)azetidin-3-yl)-4-methylpiperazine

Ausbeute 89.4%

Lösungsmittel

water

acetic acid

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe resultant mixture was extracted with ethyl acetate
2. 2
   WaschenAn organic layer was washed with saturated brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltrated
5. 5
   SonstigeThe solvent was evaporated under a reduced pressure
6. 6
   Sonstigethe resultant residue was purified by silica gel column chromatography (ethyl acetate-methanol)
7. 7
   Sonstigefurther purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1)

Vorschrift

To a mixed solution of a commercially available product of 1-(diphenylmethyl)azetidin-3-one (1.00 g, 4.21 mmol), THF (20 mL) and acetic acid (1.00 mL) was added methylpiperazine (561 μL, 5.05 mmol) at room temperature. The resultant mixture was stirred at room temperature for 15 minutes. To the reaction mixture was added sodium triacetoxyborohydride (1.79 g, 8.42 mmol) at room temperature, and the resultant mixture was stirred at room temperature for 2 hours and 15 minutes. Sodium hydrogen carbonate and water were added to the reaction mixture, and the resultant mixture was extracted with ethyl acetate. An organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate, and then filtrated. The solvent was evaporated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (ethyl acetate-methanol) and then further purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to give the title compound (1.21 g, yield: 89%).

Quelle