Methylamine → 2-Methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione
Reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]1([C:12]([O:14]CC)=O)[CH2:10][C:9](=[O:11])[NH:8][CH2:7]1)C.[CH3:18][NH2:19]>>[CH3:18][N:19]1[C:4](=[O:3])[CH2:5][C:6]2([CH2:10][C:9](=[O:11])[NH:8][CH2:7]2)[C:12]1=[O:14]Participants
3
Conditions
- Temperature
- 220 °C
Procedure
A solution of 20.3 g (0.084 mole) 3-ethoxycarbonyl-5-oxo-3-pyrrolidineacetic acid ethyl ester [J. Org. Chem. 46, 2757 (1981)]in 40 ml of 40% aqueous methylamine was stirred at room temperature overnight, then placed in an oil bath and gradually heated to 220° C. over 30 minutes allowing volatiles to distill from the open flask. The crude product was crystallized from ethanol to afford 12.56 g of the title compound, mp 201°-204° C.
Workup
- customplaced in an oil bath
- distillationto distill from the open flask
- customThe crude product was crystallized from ethanol
Sources & evidence
- ORD record
- ord-202b2a7f962d4079b6ef0e6f4a63db34
- Source dataset
- uspto-grants-1988_10
- Patent number
- US04777175
Reaction notes
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