Réaction #1328434

ord-540120541a7f428a95c9c5e4a4d6067e

Équation de réaction

O=C(Cl)c1ccccc1
benzoyl chloride
O=C1c2ccccc2C(=O)N1O
N-hydroxyphthalimide
c1ccncc1
pyridine
C1COCCO1
1,4-dioxane
O=C(ON1C(=O)c2ccccc2C1=O)c1ccccc1
N-benzoyloxyphthalimide

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreIn a 3-L flask equipped with a stirrer
  2. 2
    workup.STIRRINGthe resulting mixture was stirred at room temperature for further 2 hours
  3. 3
    workup.DISSOLUTIONto dissolve
  4. 4
    Autreby-produced salts

Mode opératoire

In a 3-L flask equipped with a stirrer and thermometer, 100 g (613 mmol) of N-hydroxyphthalimide, 53.3 g (674 mmol) of pyridine and 1100 g of 1,4-dioxane were placed and were stirred at room temperature. To the resulting mixture 94.8 g (674 mmol) of benzoyl chloride was added dropwise over 1 hour, and the resulting mixture was stirred at room temperature for further 2 hours. Subsequently, 1100 g of pure water was added dropwise over 30 minutes to dissolve by-produced salts and thereby yielded a crystal of the target N-benzoyloxyphthalimide. The mixture was stirred and aged for further 1 hour, the crystal was filtrated using a Nutsche, was rinsed with an appropriate amount of water, was dried at 60° C. under a reduced pressure and thereby yielded 162 g (604 mmol) of N-benzoyloxyphthalimide in a yield of 98.6% on the basis of N-hydroxyphthalimide.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07115541B2uspto-grants-2006_10