Ammonium Hydroxide → 3-(4-Methoxycyclohexyl)-pyrrolidin-2-one
Reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:13][CH2:12][O:11][C:10]2=O)[CH2:5][CH2:4]1.[OH-].[NH4+:16]>C(O)C>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][CH:6]([CH:9]2[CH2:13][CH2:12][NH:16][C:10]2=[O:11])[CH2:5][CH2:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Heat a mixture of 3-(4-methoxycyclohexyl)-dihydro-furan-2-one (0.91 g), ammonium hydroxide (20 mL) and ethanol (20 mL) at 230° C. in a sealed steel bottle for 12 hours. Cool the reaction and remove the solvent in vacuo. Partition the residue with ethyl acetate (100 mL) and HCl (1N, 60 mL). Dry the organic over sodium sulfate. After filtration and concentration, recrystallize with 1:3 ethyl acetate:hexane to afford 0.71 gram of the title compound.
Workup
- temperatureHeat
- temperatureCool
- customthe reaction
- customremove the solvent in vacuo
- customPartition the residue with ethyl acetate (100 mL) and HCl (1N, 60 mL)
- dry with materialDry the organic over sodium sulfate
- filtrationAfter filtration and concentration
- customrecrystallize with 1:3 ethyl acetate
Sources & evidence
- ORD record
- ord-59ef374852b84706b8aaff523165ce83
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07994176B2
Reaction notes
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