Suberic acid → Oxonane-2,9-dione

HRID 2076419

Reaction equation

HRID 2076419 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

HCID 10457Suberic acid

Product 1

HCID 9543534Oxonane-2,9-dioneYield 50.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

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

  1. temperatureat reflux for 1 h
  2. customthe solvent was removed in vacuo
  3. customThe pale yellow residue was recrystallized from acetonitrile
  4. filtrationAfter filtration
  5. customdrying to the vacuum pump

Sources & evidence

ORD record
ord-de2bb5712e94419a90ec52684ee6e963
Source dataset
uspto-grants-2011_04
Patent number
US07923579B2

Linked notes

Loading…