2-Piperidone → HCID 86740390, compound
Reaction equation
[C:1]1(=[O:7])[NH:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH2:8].[C:9]1([CH3:19])[CH:14]=[CH:13][C:12]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:11][CH:10]=1>C(O)CCC>[S:15]([C:12]1[CH:13]=[CH:14][C:9]([CH3:19])=[CH:10][CH:11]=1)([O-:18])(=[O:17])=[O:16].[CH3:9][CH2:10][CH2:11][CH2:12][O:8][C:1]([CH2:2][CH2:3][CH2:4][CH2:5][NH3+:6])=[O:7]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Into a flask equipped with magnetic stirrer, thermometer, nitrogen inlet tube, and Dean-Stark trap were placed 25.0 parts of valerolactam (5-pentanelactam), 47.8 parts of para-toluenesulfonic acid monohydrate and 74.7 parts of butanol. The aforesaid mixture was placed under nitrogen atmosphere, heated to reflux to azeotropically remove any water present, and maintained at reflux until a constant acid value was attained. (The acid value was determined by the procedure described in Example I, above.) The reaction mixture was allowed to cool to 60° C. followed by the addition of 146.9 parts of methanol. The mixture was stirred and filtered to yield the [(4-butoxycarbonyl)butyl]ammonium tosylate. The aforesaid latent acid catalyst had a solids content of 30 percent in methanol and butanol.
Workup
- customInto a flask equipped with magnetic stirrer
- customthermometer, nitrogen inlet tube, and Dean-Stark trap were placed
- temperatureheated
- temperatureto reflux
- customto azeotropically remove any water present
- temperaturemaintained
- temperatureat reflux until a constant acid value
- additionfollowed by the addition of 146.9 parts of methanol
- filtrationfiltered
Sources & evidence
- ORD record
- ord-0ddaa60afeb2416b92e831a086616327
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04550137
Reaction notes
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