Urea → 3,3,5,5-Tetramethylpiperidine-2,6-dione
Reaction equation
[CH3:1][C:2]([CH3:13])([C:10](O)=[O:11])[CH2:3][C:4]([CH3:9])([CH3:8])[C:5](O)=[O:6].[NH2:14]C(N)=O>O>[CH3:1][C:2]1([CH3:13])[CH2:3][C:4]([CH3:9])([CH3:8])[C:5](=[O:6])[NH:14][C:10]1=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 160 °C
Procedure
The mixture of 2.6 g of tetramethylglutaric acid and 8.3 g of urea was stirred for 10 hours at 160° C. Into the reaction mixture was added water at 100° C., and the mixture was cooled to near room temperature. The mixture was extracted with ethyl acetate three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.3 g of 3,3,5,5-tetramethylpiperidin-2,6-dione.
Workup
- temperaturethe mixture was cooled to near room temperature
- extractionThe mixture was extracted with ethyl acetate three times
- washThe organic layers were washed with a saturated sodium chloride aqueous solution
- dry with materialdried over anhydrous magnesium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-e0225eb57b364a66b83054624d3f1fdf
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07732448B2
Reaction notes
Loading…