Acetic Anhydride → 3-Hydroxyacetanilide
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>O>[CH3:10][C:9]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[CH:3]=1)=[O:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
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.).
Workup
- additionAfter complete addition
- temperaturethe reaction mixture was heated on a steam bath for 10 minutes
- customA precipitate formed
- filtrationwas collected by filtration
- washThe filter cake was washed with cold water
- customdried in a desiccator for two hours
Sources & evidence
- ORD record
- ord-942e1905c51f4c43895ec9e90acc6ad0
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04766233
Reaction notes
Loading…