Pyridine → 2-Bromo-9-fluorenone

9.8 g (40 mmol) of 2-bromofluorene, 40 mL of pyridine, and 1.5 mL of tetrabutylammonium hydroxide (1.0 mol/1 methanol solution) were put into a 200 mL three-neck flask. This solution was stirred under air at room temperature for 24 hours. After completion of a reaction, 40 m/L of glacial acetic acid was added to the reaction solution and stirred for 1 hour. Then, the reaction solution was washed with water and a water layer was extracted with ethyl acetate. The extracted solution and an organic layer were combined and washed with saturated saline, and then dried with magnesium sulfate. After drying, this mixture was subjected to suction filtration, and a filtrate was concentrated. When an obtained solid was recrystallized with ethanol, 7.9 g of a yellow, powdery solid of 2-bromo-9-fluorenone that was a target matter was obtained with the yield of 76%.

1. additionwas added to the reaction solution
2. stirringstirred for 1 hour
3. washThen, the reaction solution was washed with water
4. extractiona water layer was extracted with ethyl acetate
5. washwashed with saturated saline
6. dry with materialdried with magnesium sulfate
7. customAfter drying
8. filtrationthis mixture was subjected to suction filtration
9. concentrationa filtrate was concentrated
10. customWhen an obtained solid was recrystallized with ethanol, 7.9 g of a yellow, powdery solid of 2-bromo-9-fluorenone that
11. customwas obtained with the yield of 76%

ORD record

ord-9bd9d604810347c3858f16f200c1ba4b

Source dataset

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07612204B2