Reaktion #541095

Reaktionsgleichung

sodium triacetoxyborohydride

tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

3,3-difluoroazetidine hydrochloride

triethylamine

sodium hydrogen carbonate

→

tert-Butyl 9-(3,3-difluoroazetidin-1-yl)-3-azaspiro[5.5]undecane-3-carboxylate

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas carried out for 3 d at room temperature
3. 3
   Sonstigeafter phase separation
4. 4
   Extraktionthe aqueous phase was extracted with dichloromethane (2×)
5. 5
   WaschenThe combined organic phases were washed with saturated sodium chloride solution (1×)
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Einengenconcentrated under vacuum

Vorschrift

tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate (stage (iv) Amine-F43) (1 g, 3.74 mmol) was added to 3,3-difluoroazetidine hydrochloride (0.484 g, 3.74 mmol) and triethylamine (0.52 ml, 3.74 mmol) in 1,2-dichloroethane (15 ml). The mixture was stirred for 5 min, and then sodium triacetoxyborohydride (1.1 g, 5.23 mmol) was added and stirring was carried out for 3 d at room temperature. Saturated sodium hydrogen carbonate solution was added and, after phase separation, the aqueous phase was extracted with dichloromethane (2×). The combined organic phases were washed with saturated sodium chloride solution (1×), dried over magnesium sulfate and concentrated under vacuum. Yield: 1.26 g (98%)

Quelle