Toluene → 2-Bromo-9,9-diethylfluorene

Temperatur

60 °C

To a solution of 2-bromofluorene (2.5 g, 10 mmol) in toluene (40 ml) was added tetrabutylammonium bromide (0.8 g, 2.48 mmol) as a phase transfer catalyst. A freshly prepared solution of aqueous sodium hydroxide (25 ml, 50% w/w) was added at once to the solution. The mixture turned orange and became viscous. To this solution, iodoethane (2.4 ml, 30 mmol) was added. The mixture was stirred at 60° C. for a period of 8 h. It was diluted with ethyl acetate (25 ml) and washed several portions of water. Organic layer was dried over magnesium sulfate and concentrated in vacuuo to afford the crude product liquid. The products were purified by column chromatography (silica gel, hexane as eluent, Rf=0.8 on thin layer chromatography) giving colorless oil of 2-bromo-9,9-diethylfluorene (2.5 g) in a yield of 82%.

1. washwashed several portions of water
2. dry with materialOrganic layer was dried over magnesium sulfate
3. concentrationconcentrated in vacuuo
4. customto afford the crude product liquid
5. customThe products were purified by column chromatography (silica gel, hexane as eluent, Rf=0.8 on thin layer chromatography)

ORD-Eintrag

ord-ba321da493ae41c39fd83ed158c1ffdf

Quelldatensatz

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07132572B2