Acetone dicarboxylic acid → Acetonedicarboxylic acid anhydride

HRID 1253122Notes

Reaction equation

HRID 1253122 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].[CH:5]([OH:7])=[O:6].[CH:8](O)=[O:9]>C(OC(=O)C)(=O)C>[CH3:1][C:2]([CH:4]1[C:8](=[O:9])[O:7][C:5]1=[O:6])=[O:3]

Participants

3

Reactant 1

HCID 53400708Acetone dicarboxylic acid

Product 1

HCID 54573794Acetonedicarboxylic acid anhydrideYield 84.9%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To acetic anhydride (350 ml) at 0° acetone dicarboxylic acid (200 g, 1.37 mole) was added slowly over 1/2 hour with vigorous stirring. After stirring 3 hours, a white solid was filtered and washed with ether (100 ml). Drying the solid 3 hours at 50° C. (0.1 mm) gave acetone dicarboxylic acid anhydride (149 g), m.p. 134°-136° C.

Workup

  1. filtrationa white solid was filtered
  2. washwashed with ether (100 ml)
  3. customDrying the solid 3 hours at 50° C. (0.1 mm)

Sources & evidence

ORD record
ord-5fcf5e2ebb0c43d6a08628e4c1b3c89c
Source dataset
uspto-grants-1988_05
Patent number
US04747871

Reaction notes

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