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, and (+) 2-methylbutyl bromide (prepared from (-)2-methylbutanol with phosphorus bromide) (530 g) was dropwise added for 4 hours to react them, followed by distilling off ethanol, adding water (2 l), filtering, collecting an insoluble substance, and treating this insoluble substance with toluene to remove a soluble substance. This soluble part was recrystallized from ethanol to give scaly crystals of m.p. 80.5° C., which was confirmed to be di-(2-methylbutyloxy)-biphenyl. On the other hand, the above insoluble part was heated together with hydrochloric acid with stirring, followed by cooling, collecting the resulting solid substance and recrystallizing it from toluene and then from ethanol to obtain 4'-(2-methylbutyloxy)-4-hydroxybiphenyl of m.p. 137.5° C. (125 g).

1. temperaturewas heated
2. temperatureunder reflux
3. customto react them
4. distillationby distilling off ethanol
5. additionadding water (2 l)
6. filtrationfiltering
7. customcollecting an insoluble substance
8. additiontreating this insoluble substance with toluene
9. customto remove a soluble substance
10. customThis soluble part was recrystallized from ethanol
11. customto give scaly crystals of m.p. 80.5° C., which
12. stirringwith stirring
13. temperatureby cooling
14. customcollecting the resulting solid substance
15. customrecrystallizing it from toluene