反应详情

A mixture of 4,4'-dihydroxybiphenyl (500 g), ethyl alcohol (7.5 l) and potassium hydroxide (302 g) was heated with stirring under reflux, and (+)-2-methylbutylbromide (prepared from (-)-2-methylbutanol and phosphorus bromide) (530 g) was dropwise added to carry out reaction for 4 hours, followed by distilling off ethanol, adding water (2 l), filtering, collecting insoluble matter, adding toluene to this insoluble matter to dissolve and remove toluene-soluble matter (this soluble matter, when recrystallized from ethyl alcohol, gave scaly crystals having a m.p. of 80.5° C.; thus the compound was confirmed to be 4,4'-di((S)-2-methylbutyloxy)biphenyl), heating the insoluble matter together with 3N-hydrochloric acid with stirring, cooling solid matter and recrystallizing from toluene and then from ethyl alcohol to obtain 4-hydroxy-4'-((S)-2-methylbutyloxy)biphenyl (XXI) having a m.p. of 137.5° C. (125 g).

1. temperaturewas heated
2. temperatureunder reflux
3. customreaction for 4 hours
4. distillationby distilling off ethanol
5. additionadding water (2 l)
6. filtrationfiltering
7. customcollecting insoluble matter
8. additionadding toluene to this insoluble matter
9. dissolutionto dissolve
10. customremove toluene-soluble matter (this soluble matter, when
11. customrecrystallized from ethyl alcohol
12. customgave scaly crystals
13. stirringwith stirring
14. temperaturecooling solid matter
15. customrecrystallizing from toluene