反应详情

A mixture of 4,4'-dihydroxybiphenyl (500 g), ethanol (7.5 l) and KOH (302 g) was heated under reflux with stirring, followed by dropwise adding (+) brominated 2-methylbutyl (prepared from (-) 2-methylbutanol with phosphorus bromide) (530 g), reacting the mixture for 4 hours, distilling off ethanol, adding water (2 l), filtering, collecting insolubles, and treating the insolubles with toluene to remove solubles. This soluble part was recrystallized from ethanol to obtain scaly crystals having a melting point of 80.5° C.; thus it was confirmed to be di-(2-methylbutyloxy)biphenyl. On the other hand, the insoluble part was heated with hydrochloric acid with stirring, followed by cooling, collecting solids and recrystallizing from toluene and further from ethanol to obtain 4'-(2-methylbutyloxy)-4-hydroxybiphenyl having a m.p. of 137.5° C. (125 g).

1. temperaturewas heated
2. temperatureunder reflux
3. customfor 4 hours
4. distillationdistilling off ethanol
5. additionadding water (2 l)
6. filtrationfiltering
7. customcollecting insolubles
8. additiontreating the insolubles with toluene
9. customto remove solubles
10. customThis soluble part was recrystallized from ethanol
11. customto obtain scaly crystals
12. stirringwith stirring
13. temperatureby cooling
14. customcollecting solids
15. customrecrystallizing from toluene and further from ethanol