反应详情

First, 50 ml of ethanol containing 7.52 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 50 ml of benzene containing 5.0 g of 4-bromo-2,5-difluoro-1-nitrobenzene dissolved therein, 21.0 ml of a sodium carbonate aqueous solution with a concentration of 2.0 mol/l, and 0.61 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 200 ml flask, and stirred under reflux for 12 hours. After the reaction, water and ether were added to the reaction solution for extraction. The resultant ether layer was washed with a saturated brine and dried with sodium :sulfate. The solvent was then distilled off. The residue was purified by silica gel column chromatography (eluent:toluene/hexane=1/4) and recrystallized from hexane, to obtain 6.87 g (Y: 84.4%) of 2,5-difluoro-4-nitro-4′-(trans-4-pentylcyclohexyl)biphenyl. The purity of the resultant compound was 100.0% as measured by GC. The phase transfer temperature of the compound was as follows.

1. temperatureunder reflux for 12 hours
2. additionwere added to the reaction solution for extraction
3. washThe resultant ether layer was washed with a saturated brine
4. dry with materialdried with sodium
5. distillationThe solvent was then distilled off
6. customThe residue was purified by silica gel column chromatography (eluent:toluene/hexane=1/4)
7. customrecrystallized from hexane