Iodoethane → 1-Ethyl-4-phenyl-pyrrolidin-2-one
Reaction equation
[C:1]1([CH:7]2[CH2:11][NH:10][C:9](=[O:12])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH2:15](I)[CH3:16]>O1CCCC1>[CH2:15]([N:10]1[CH2:11][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][C:9]1=[O:12])[CH3:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-phenyl-pyrrolidin-2-one (24.2 g; 0.15 mole) and sodium hydride (80% oil suspension)(5.4 g; 0.18 mole) in tetrahydrofuran (150 ml) is refluxed for 2.5 hrs. After cooling, ethyl iodide (29 g; 0.185 mole) is added thereto, and the resulting material is refluxed for another 5 hrs. The solvent is then evaporated off; the residue is taken up into chloroform, washed with water, dried and distilled. B.p.(0.2 mm Hg)=124°-126° C. Yield: 57%.
Workup
- temperatureis refluxed for 2.5 hrs
- temperatureAfter cooling
- temperaturethe resulting material is refluxed for another 5 hrs
- customThe solvent is then evaporated off
- washwashed with water
- customdried
- distillationdistilled
- custom(0.2 mm Hg)=124°-126° C
Sources & evidence
- ORD record
- ord-2783fa82418d4d678848ed78ed9d78f7
- Source dataset
- uspto-grants-1987_10
- Patent number
- US04699918
Reaction notes
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