Carbazole → 9-Acetyl-9H-carbazole
Reaction equation
[CH:1]1[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.B(F)(F)F.[CH3:18][CH2:19][O:20]CC>C(OC(=O)C)(=O)C>[C:19]([N:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:5]2[C:13]1=[CH:1][CH:2]=[CH:3][CH:4]=2)(=[O:20])[CH3:18]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Carbazole (100.24 g) was suspended in acetic anhydride (300 mL) with catalytic boron trifluoride etherate (0.65 mL) and the solution refluxed for 25 min. then cooled to 0° C. and the solid was then collected and recrystallized from hexane to give 82.65 g 9-acetyl-carbazole.
Workup
- temperaturethe solution refluxed for 25 min.
- customthe solid was then collected
- customrecrystallized from hexane
Sources & evidence
- ORD record
- ord-5daec04b8dd84e07a58c039f40a8ecf2
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06706753B2
Reaction notes
Loading…