Fluorene → HCID 18469391, compound

In this reaction, 8.3 g (0.05 m) of fluorene was dissolved in 150 ml of tetrahydrofuran. Then 31.8 ml (0.05 m ) of butyl lithium (1.6 molar in hexane) was added dropwise to this solution. After one hour, this solution was added gradually to a stirred solution of 9 ml (0.1 m) of dibromoethane in 300 ml of pentane within 2 hours. Then the reaction mixture was treated with 50 ml of an aqueous NH4Cl solution, and then washed with 50 ml of water. The organic phase was dried over Na2SO4. Then the solvent was removed in vacuo. The yellow residue was dissolved in pentane. The pentane solution was filtered over silica. The solution was concentrated to about 20% of the original volume and then the product was crystallized at −30° C. A yield of 10.88 g of 1-bromo-2-(fluorenyl)ethane was obtained. The product was characterized through 1H NMR, 13C NMR, and Mass spectroscopy.

1. washwashed with 50 ml of water
2. dry with materialThe organic phase was dried over Na2SO4
3. customThen the solvent was removed in vacuo
4. dissolutionThe yellow residue was dissolved in pentane
5. filtrationThe pentane solution was filtered over silica
6. concentrationThe solution was concentrated to about 20% of the original volume
7. customthe product was crystallized at −30° C

ORD record

ord-f998aa27369d4ea5907645a3b16a3279

Source dataset

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06403734B1