| Popis: |
Reaction of naphthalene and bromine (three mole equivalents) at room temperature gave 1,4,6-\udtribromonaphthalene (66%) along with 1,4-dibromonaphthalene (8%) and 1,5-dibromonaphthalene (10%). \udCrystallization of the crude product gave pure 1,4,6-tribromonaphthalene in 50% yield. Bromination of\udnaphthalene using four mole equivalents of bromine over KSF clay gave 1,2,4,6-tetrabromonaphthalene (92%) \udalong with 1,3,5,7-tetrabromonaphthalene (5%). Crystallization of the crude products gave 1,2,4,6-\udtetrabromonaphthalene, a previously unreported compound, and 1,3,5,7-tetrabromonaphthalene in 70% and \ud4% isolated yields, respectively. Proto-debromination of the crude tetrabromination product, using two mole \udequivalents of n-butyllithium at a low temperature for a short reaction time, gave 2,6-dibromonaphthalene \udregioselectively in 82% yield after crystallization. |
