Succinic anhydride → 3-(4-Fluorobenzoyl)propionic acid

HRID 2257870Notes

Reaction equation

HRID 2257870 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[Cl-].[Al+3].[Cl-].[Cl-].[F:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:1](=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5])=[CH:15][CH:14]=1

Participants

4

Reactant 3

HCID 7922Succinic anhydrideHCID 10008FluorobenzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 1013593-(4-Fluorobenzoyl)propionic acidYield 74.5%

Procedure

50 gm of succinic anhydride and 133.3 gm of aluminum chloride was added to 79.6 gm of fluorobenzene, and the mixture was heated under reflux for 6 hours. After evaporating the surplus fluorobenzene, the residue was added to 2 l of 1% hydrochloric acid aqueous solution. The precipitate was collected by filtration, washed with water, and dried to obtain 73 gm of the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hours
  3. customAfter evaporating the surplus fluorobenzene
  4. additionthe residue was added to 2 l of 1% hydrochloric acid aqueous solution
  5. filtrationThe precipitate was collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-845b78a7a4a1448dac07d31a571f0cb8
Source dataset
uspto-grants-1997_08
Patent number
US05658920

Reaction notes

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