Reaktion #2153448

Reaktionsgleichung

Sodium triacetoxy borohydride

sodium carbonate

1-benzhydrylazetidin-3-one

azetidine hydrochloride

→

titled compound

Ausbeute 73.1%

3-(Azetidin-1-yl)-1-benzhydrylazetidine

Ausbeute 73.1%

Lösungsmittel

ethyl acetate

water

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGby stirring at room temperature for 25 hr
2. 2
   SonstigeThe organic layer was separated
3. 3
   WaschenThis was washed with brine
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeThe organic layer after drying
6. 6
   Einengenwas concentrated under reduced pressure
7. 7
   SonstigeThe residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent

Vorschrift

To a solution of 1-benzhydrylazetidin-3-one (750 mg) in dichloromethane (12 ml) was added azetidine hydrochloride (326 mg), followed by stirring at room temperature. Sodium triacetoxy borohydride (1.01 g) was added thereto, followed by stirring at room temperature for 25 hr. To the reaction mixture were added sodium carbonate (until bubbling stopped), water (50 ml) and ethyl acetate (100 ml). The organic layer was separated. This was washed with brine, and dried over anhydrous sodium sulfate. The organic layer after drying was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Fuji Silysia NH, eluent; heptane:ethyl acetate=1:1, 1:2, then ethyl acetate) to provide the titled compound as a pale yellow solid (643 mg, 73.1%).

Quelle