HCID 19029343, compound → HCID 11499576, compound

HRID 2256282Notes

Reaction equation

HRID 2256282 reaction equation
[F: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[F:8]>C(Cl)(=O)C>[F: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[F:8]

Participants

3

Reactant 1

HCID 19029343HCID 19029343, compound

Product 1

HCID 11499576HCID 11499576, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

3-(3,4-Difluorophenyl)glutaric acid (7.4 g) was treated with acetyl chloride (50 mL) and the resulting mixture heated at reflux for 5 hours. The cooled reaction mixture was then azeotroped with toluene (3×100 mL) and concentrated under reduced pressure. The residue was slurried with diethyl ether and filtered to afford the title compound (6.5 g).

Workup

  1. temperaturethe resulting mixture heated
  2. temperatureat reflux for 5 hours
  3. customThe cooled reaction mixture
  4. customwas then azeotroped with toluene (3×100 mL)
  5. concentrationconcentrated under reduced pressure
  6. filtrationfiltered

Sources & evidence

ORD record
ord-cb2bfe4869164e7da4aacf4f2567a538
Source dataset
uspto-grants-1997_08
Patent number
US05654316

Reaction notes

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