Acetic Anhydride → 2-Acetamidophenylboronic acid
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9].[C:11](OC(=O)C)(=[O:13])[CH3:12]>O1CCOCC1>[C:11]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]([OH:10])[OH:9])(=[O:13])[CH3:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a solution of o-aminophenylboronic acid (6.73 g, 49.1 mmoles) in dioxane (100 ml) is added acetic anhydride (25.1 g, 246 mmoles). The reaction is heated at 100° C. for 17 hours. After cooling, the reaction volatiles are removed under reduced pressure to leave a thick yellow gel, which after chromatography affords o-N-acetylaminophenylboronic acid (7.33 g).
Workup
- temperatureAfter cooling
- customthe reaction volatiles
- customare removed under reduced pressure
- customto leave a thick yellow gel, which after chromatography
Sources & evidence
- ORD record
- ord-dfa39f9d19974ea6bb4af0b0a8ab1370
- Source dataset
- uspto-grants-1995_07
- Patent number
- US05431842
Reaction notes
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