Phthalic Anhydride → 4743-57-1

HRID 1200213Notes

Reaction equation

HRID 1200213 reaction equation
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].[C:8]1(=[O:18])[O:13][C:11](=O)[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12.C([O-])(=O)C.[K+]>C1(C)C=CC=CC=1>[O:18]=[C:8]1[C:9]2[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=2)/[C:11](=[CH:2]/[C:1]([OH:4])=[O:3])/[O:13]1

Participants

5

Reactant 3

HCID 6811Phthalic AnhydrideHCID 7918Acetic AnhydrideHCID 517044Potassium Acetate

Product 1

HCID 7367674743-57-1Yield 52.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
30 °C

Procedure

To 402 ml (4.26 moles) of acetic anhydride was added 150.0 g (1.01 moles) of phthalic anhydride and 124 g (1.26 moles) of potassium acetate in a 2 liter 3 neck flask. The resulting slurry was heated to 130°-135° C. for 1 hour and 20 minutes then cooled to 75°-80° C. and 1500 ml of toluene were added. The slurry was allowed to cool to 30° C. and granulate for 1 hour. The solids were recovered by filtration, washed with 300 ml of methylene chloride and air dried. The dried solids were repulped in 1500 ml H2O at 20°-25° C., allowed to granulate for 1 hour and oven dried at 50° C. overnight with an air bleed to give a yield of 52% (100.0 g) of the title compound:

Workup

  1. temperatureThe resulting slurry was heated to 130°-135° C. for 1 hour and 20 minutes
  2. temperaturethen cooled to 75°-80° C.
  3. filtrationThe solids were recovered by filtration
  4. washwashed with 300 ml of methylene chloride and air
  5. customdried
  6. customwere repulped in 1500 ml H2O at 20°-25° C.
  7. waitto granulate for 1 hour
  8. customoven dried at 50° C. overnight with an air

Sources & evidence

ORD record
ord-17d91d2634f444bf83332841d0bf15e9
Source dataset
uspto-grants-1990_02
Patent number
US04904782

Reaction notes

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