2-Pyrrolidone → HCID 86740391, compound
Reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][C:2]1=[O:6].[OH2:7].[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14]([OH:17])(=[O:16])=[O:15])=[CH:10][CH:9]=1>C(O)CCC>[S:14]([C:11]1[CH:12]=[CH:13][C:8]([CH3:18])=[CH:9][CH:10]=1)([O-:17])(=[O:16])=[O:15].[CH3:8][CH2:9][CH:10]([O:7][C:2]([CH2:3][CH2:4][CH2:5][NH3+:1])=[O:6])[CH3:11]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Into a reactor flask equipped with magnetic stirrer, thermometer, nitrogen inlet tube, and Dean-Stark trap were placed 47.0 parts of 2-pyrrolidinone (4-butanelactam), 109.4 parts of para-toluenesulfonic acid monohydrate, and 197.4 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 280.8 parts of methanol over a five-minute period. The mixture was stirred and filtered to yield the [(3-butoxycarbonyl)propyl]ammonium tosylate. The aforesaid latent acid catalyst had a solids content of 30 percent in methanol and isobutanol.
Workup
- customInto a reactor 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 280.8 parts of methanol over a five-minute period
- filtrationfiltered
Sources & evidence
- ORD record
- ord-cbb1cda1aea446c8b947bf99dd76e69d
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04550137
Reaction notes
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