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

HRID 480005Notes

Reaction equation

HRID 480005 reaction equation
[C:1]1([CH:7]([CH2:12][C:13]([OH:15])=[O:14])[CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(OC(=O)C)(=O)C>C(OCC)C>[C:1]1([CH:7]2[CH2:8][C:9](=[O:11])[O:15][C:13](=[O:14])[CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 778233-Phenylglutaric acid

Product 1

HCID 2978824-Phenyloxane-2,6-dione

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

10 mmol of 3-phenylglutaric acid and 30 mmol of acetic anhydride are heated under reflux until they have dissolved completely. After cooling, 3 ml of diethyl ether are added and the precipitate is filtered off and washed with diethyl ether. This gives 3-phenylglutaric anhydride.

Workup

  1. temperatureunder reflux until they
  2. dissolutionhave dissolved completely
  3. temperatureAfter cooling
  4. filtrationthe precipitate is filtered off
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-2931d43246b3439a8491cb2d15a8b8d6
Source dataset
uspto-grants-2003_11
Patent number
US06649613B1

Reaction notes

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