Réaction #63696

ord-942e1905c51f4c43895ec9e90acc6ad0

Équation de réaction

Nc1cccc(O)c1
3-aminophenol
CC(=O)OC(C)=O
acetic anhydride
CC(=O)Nc1cccc(O)c1
3-hydroxyacetanilide
Rendement 89.3%

Réactifs

Aucun

Solvants

Conditions de réaction

Température
0°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONAfter complete addition
  2. 2
    Températurethe reaction mixture was heated on a steam bath for 10 minutes
  3. 3
    AutreA precipitate formed
  4. 4
    Filtrationwas collected by filtration
  5. 5
    LavageThe filter cake was washed with cold water
  6. 6
    Autredried in a desiccator for two hours

Mode opératoire

To a stirred solution of 66.0 g (0.60 mole) of 3-aminophenol in 180 mL of water was added dropwise 77.9 g (0.76 mole) of acetic anhydride. After complete addition, the reaction mixture was heated on a steam bath for 10 minutes, then cooled to 0° C. A precipitate formed and was collected by filtration. The filter cake was washed with cold water and dried in a desiccator for two hours to yield 81.0 g of 3-hydroxyacetanilide (mp 144°-146° C.).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04766233uspto-grants-1988_08