Reaction #1350561

Reaction equation

cyclohexanone

2-amino-2,2-dimethylethanol

→

yellow liquid

Yield 81.4%

3,3-Dimethyl-1-oxa-4-azaspiro[4.5]decane

Yield 81.4%

Solvents

toluene

Conditions

Workup

1. 1
   TemperatureThe reaction mixture is then heated
2. 2
   Temperatureto reflux
3. 3
   Otherthe by-product water is collected by a Dean-Stark trap
4. 4
   TemperatureAfter 16 hours of heating
5. 5
   Temperatureat reflux
6. 6
   Concentrationis then concentrated under vacuum

Procedure

Into a solution of 45 g (460 mmol) of cyclohexanone in 300 mL of toluene is added 35.6 g (400 mmol) of 2-amino-2,2-dimethylethanol. The reaction mixture is then heated to reflux and the by-product water is collected by a Dean-Stark trap. After 16 hours of heating at reflux, the reaction mixture is allowed to cool to ambient temperature and is then concentrated under vacuum to give 55 g of a yellow liquid. The product, identified by mass spectroscopy (m/z=169) is obtained in an 81.4% yield. The structure is confirmed by 1Hnmr.

Source