4-Methylphthalic anhydride → 2-Hydroxy-5-methyl-1H-isoindole-1,3(2H)-dione

HRID 429527

Reaction equation

HRID 429527 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.P([O-])([O-])([O-])=O.[OH:18][NH3+:19].O[NH3+].O[NH3+]>O>[CH3:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:8])[N:19]([OH:18])[C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 880694-Methylphthalic anhydrideHCID 10176537Hydroxylammonium phosphate (3:1)

Product 1

HCID 158932232-Hydroxy-5-methyl-1H-isoindole-1,3(2H)-dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

500 mg (3.08 mmol) of 4-methylphthalic anhydride and 243 mg (1.23 mmol) of hydroxylammonium phosphate were mixed and heated with 1 ml of water at a bath temperature of 130° C. for 3 hours. The cooled mixture was digested with 30 ml of water. The precipitate which formed was filtered off with suction and dried at 60° C. under reduced pressure. The yield was 437 mg (80%).

Workup

  1. customThe precipitate which formed
  2. filtrationwas filtered off with suction
  3. customdried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-29ef0dfb09044e35ad079fdeef631d48
Source dataset
uspto-grants-2001_11
Patent number
US06316639B1

Linked notes

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