Suberic acid → Oxonane-2,9-dione
Reaction equation
[C:1]([OH:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=O>C(OC(=O)C)(=O)C>[O:12]1[C:1](=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1=[O:10]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of suberic acid (5.0 g, 28.7 mmol) in acetic anhydride (10 mL) was heated at reflux for 1 h. After cooling to RT, the solvent was removed in vacuo. The pale yellow residue was recrystallized from acetonitrile. After filtration and drying to the vacuum pump, the oxonane-2,9-dione was obtained as a white solid (2.26 g, 50.4% yield).
Workup
- temperatureat reflux for 1 h
- customthe solvent was removed in vacuo
- customThe pale yellow residue was recrystallized from acetonitrile
- filtrationAfter filtration
- customdrying to the vacuum pump
Sources & evidence
- ORD record
- ord-de2bb5712e94419a90ec52684ee6e963
- Source dataset
- uspto-grants-2011_04
- Patent number
- US07923579B2
Reaction notes
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