Acetic Anhydride → 4-Phenyloxane-2,6-dione

HRID 1272270Notes

Reaction equation

HRID 1272270 reaction equation
C(OC(=O)C)(=O)C.[C:8]1([CH:14]([CH2:19][C:20]([OH:22])=[O:21])[CH2:15][C:16]([OH:18])=O)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[C:8]1([CH:14]2[CH2:15][C:16](=[O:18])[O:22][C:20](=[O:21])[CH2:19]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 778233-Phenylglutaric acid

Product 1

HCID 2978824-Phenyloxane-2,6-dioneYield 90%

Procedure

To acetic anhydride (5 ml) was added 3-phenylglutaric acid (2.20 g, 10.6 mmol). The mixture was refluxed for 3 hours. The resulting mixture was concentrated under reduced pressure. The residue was crystallized from diisopropyl ether to obtain 1.8 g (yield 90%) of the title compound.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. concentrationThe resulting mixture was concentrated under reduced pressure
  3. customThe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-820d357ea1494a86a48756c219c7c12a
Source dataset
uspto-grants-2007_04
Patent number
US07208495B2

Reaction notes

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