HCID 18475290, compound → 4-(3,4-Dichlorophenyl)oxane-2,6-dione

HRID 2256274Notes

Reaction equation

HRID 2256274 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([CH2:14][C:15]([OH:17])=[O:16])[CH2:10][C:11]([OH:13])=O)[CH:5]=[CH:6][C:7]=1[Cl:8]>C(Cl)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:10][C:11](=[O:13])[O:17][C:15](=[O:16])[CH2:14]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 18475290HCID 18475290, compound

Product 1

HCID 543639424-(3,4-Dichlorophenyl)oxane-2,6-dioneYield 92%

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

3-(3,4-Dichlorophenyl)glutaric acid (100 g) was treated with acetyl chloride (300 mL) and the resulting mixture heated at reflux for 5 hours. The cooled reaction mixture was then azeotroped with toluene and concentrated under reduced pressure. The residue was slurried with diethyl ether (250 mL) and filtered to afford the title compound (86 g).

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for 5 hours
  3. customThe cooled reaction mixture
  4. customwas then azeotroped with toluene
  5. concentrationconcentrated under reduced pressure
  6. filtrationfiltered

Sources & evidence

ORD record
ord-165d1c62adca49f2bb6379f3e32db813
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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