2-(Carboxymethyl)-5-methylbenzoic acid → 7-Methylisochroman-1,3-dione

HRID 1729039Notes

Reaction equation

HRID 1729039 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=[O:13])[C:5](=[CH:10][CH:11]=1)[CH2:6][C:7]([OH:9])=O>C(Cl)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:12](=[O:13])[O:14][C:7](=[O:9])[CH2:6][C:5]2=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 125931292-(Carboxymethyl)-5-methylbenzoic acid

Product 1

HCID 451172177-Methylisochroman-1,3-dioneYield 95.3%

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

To 100ml of acetyl chloride, 5.4 g of 4-methylhomophthalic acid was added and the resulting mixture was heated to reflux for 4 hours. The solvent was evaporated under reduced pressure and the generated crystals were washed with ether to obtain 4.67 g of 4-methylhomophthalic anhydride.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 4 hours
  3. customThe solvent was evaporated under reduced pressure
  4. washthe generated crystals were washed with ether

Sources & evidence

ORD record
ord-2716036d745642e598d010371f7c3d9a
Source dataset
uspto-grants-1994_07
Patent number
US05330991

Reaction notes

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