Reaktion #8856

Reaktionsgleichung

Ozone

tert-butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate

tert-Butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate

→

crude title compound

tert-Butyl 1-formyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeExcess ozone was removed with a stream of nitrogen
2. 2
   workup.ADDITIONdimethyl sulfide (0.5 mL) was added
3. 3
   Einengenwas then concentrated in vacuo
4. 4
   Temperaturwithout heating

Vorschrift

Ozone was bubbled into a solution of tert-butyl 1-vinyl-2-oxo-8-azaspiro[4.5]decane-8-carboxylate (0.168 g, 0.599 mmol) from Step B in methanol (6 mL) at −70° C. until a blue color persisted. Excess ozone was removed with a stream of nitrogen and then dimethyl sulfide (0.5 mL) was added. The mixture was allowed to warm to room temperature for 1 h and was then concentrated in vacuo without heating to afford the crude title compound which was used directly in the next step.

Quelle