Phthalic Anhydride → N-Hydroxyphthalimide

HRID 429525

Reaction equation

HRID 429525 reaction equation
[C:1]1(=O)[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.P([O-])([O-])([O-])=O.[OH:17][NH3+:18].O[NH3+].O[NH3+]>O>[OH:17][N:18]1[C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]2[C:1]1=[O:6]

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 10176537Hydroxylammonium phosphate (3:1)

Product 1

HCID 10665N-Hydroxyphthalimide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
130 °C

Procedure

1.48 g (10.0 mmol) of phthalic anhydride and 0.723 g (3.67 mmol) of hydroxylammonium phosphate were pulverized, mixed and, following the addition of 2 ml of water, heated at a bath temperature of 130° C. for about 1½ hours. The cooled lemon-yellow reaction mixture was diluted with water, and the solid was filtered off with suction, washed with water and dried at 50° C. The yield was 1.39 g (86%).

Workup

  1. additionmixed
  2. filtrationthe solid was filtered off with suction
  3. washwashed with water
  4. customdried at 50° C

Sources & evidence

ORD record
ord-ffb4abcd931e499bb3815317beb34444
Source dataset
uspto-grants-2001_11
Patent number
US06316639B1

Linked notes

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