Pyrrolidine → 1-(1,3-Dioxobutyl)pyrrolidine
Reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.CC(C)=O.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>C1(C)C=CC=CC=1>[O:6]=[C:2]([CH3:1])[CH2:3][C:4]([N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
9 ml (0.05 mol) of diketene-acetone adduct and a solution of 4.2 ml (0.05 mol) of pyrrolidine in 20 ml of toluene were treated as described in preparation 7. The solvent was removed in vacuo and the residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→1%) yielding 7.6 g of the title compound as a dark oil.
Workup
- customas described in preparation 7
- customThe solvent was removed in vacuo
- customthe residue was purified by chromatography on silica gel (EtOAc/MeOH 0%→1%)
Sources & evidence
- ORD record
- ord-fc50405695d1443a80eda06a3dd99d45
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05731322
Reaction notes
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