Acetic Anhydride → Homophthalic anhydride

HRID 1182921Notes

Reaction equation

HRID 1182921 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]1[C:4](=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:5]([OH:7])=O.C(OC(=O)C)(=O)C>C1(C)C=CC=CC=1>[C:1]1(=[O:12])[O:13][C:5](=[O:7])[C:4]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:3]2[CH2:2]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 66643Homophthalic acid

Product 1

HCID 12801Homophthalic anhydrideYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2 g (11.1 mmol) of homophthalic acid was dissolved in 30 ml toluene, and 1.6 ml (16.7 mmol) of acetic anhydride was added. The mixture was heated to the reflux temperature and reacted for 0.5 h. Then, the reaction mixture was cooled to the room temperature and concentrated to dry in a reduced pressure to obtain 1.8 g of a product as a pale yellow solid with the yield of 100%. m.p. 140-142° C.

Workup

  1. temperatureThe mixture was heated to the reflux temperature
  2. customreacted for 0.5 h
  3. concentrationconcentrated
  4. customto dry in a reduced pressure

Sources & evidence

ORD record
ord-6a68b9bb0b2e40afa251ffbc819b6f06
Source dataset
uspto-grants-2014_03
Patent number
US08664238B2

Reaction notes

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