反应详情

A 3L flask fitted with a mechanical stirrer was charged with 2-bromofluorene (45 g, 183.6 mmole) and 150 mL DMSO. Under a N2 atmosphere was added 80 mL of a 50% aqueous NaOH solution and 2.72 g of benzyl triethylammonium chloride (2.72 g, 11.98 mmole). This was stirred for 2 h at RT. With vigorous mechanical stirring, n-octylbromide (84.96 g, 440 mmole) was added via a dropping funnel (exotherm). Stirring was continued for 2 h. To the reaction mixture was added 500 mL of a 1:1 mixture of water/ether and the organic layer separated and washed successively with brine and then water. Drying over magnesium sulfate and evaporation of the solvent gave an oil. Purification by column chromatography (silica gel; hexane as the mobile phase) gave 67 g (78% yield) of 2-bromo-9,9-dioctylfluorene (9) as a pale oil.

1. stirringStirring
2. waitwas continued for 2 h
3. additionTo the reaction mixture was added
4. customthe organic layer separated
5. washwashed successively with brine
6. dry with materialDrying over magnesium sulfate and evaporation of the solvent
7. customgave an oil
8. customPurification by column chromatography (silica gel