반응 #93673

반응 방정식

potassium hydroxide

4-Octyloxy-4'-((S)-3-methyl-pentanoyl)biphenyl

hydrazine hydrate

diethylene glycol

→

4-octyloxy-4'-((S)-3-methyl-pentyl)biphenyl

수율 56.7%

용매

water

반응 조건

후처리

1. 1
   온도by heating
2. 2
   기타at 120° C.
3. 3
   기타for one hour
4. 4
   온도cooling
5. 5
   workup.ADDITIONadding, at a stroke
6. 6
   기타at 50° C.
7. 7
   workup.DISTILLATIONdistilling off so that the temperature of the system
8. 8
   기타might become 200° C.
9. 9
   온도cooling
10. 10
    workup.ADDITIONadding water (200 ml) and toluene (50 ml)
11. 11
    세척water-washing the organic layer till the washing liquid
12. 12
    workup.DISTILLATIONdistilling off the solvent
13. 13
    workup.DISTILLATIONdistilling under reduced pressure
14. 14
    기타to collect a fraction
15. 15
    기타recrystallizing it from ethyl alcohol (20 ml) and ethyl acetate (5 ml)

실험 절차

4-Octyloxy-4'-((S)-3-methyl-pentanoyl)biphenyl (24.6 g, 0.065 mol) obtained in Example 23 described later, 80% hydrazine hydrate (50 ml) and diethylene glycol (85 ml) were placed in a 500 ml three-neck flask, followed by heating with stirring, keeping the mixture at 120° C. for one hour, then cooling, adding, at a stroke, a solution of potassium hydroxide (8.8 g, 0.157 mol) in water (5 ml) while keeping the temperature at 50° C., distilling off so that the temperature of the system might become 200° C., reacting at 200° C. for 4 hours, then cooling, adding water (200 ml) and toluene (50 ml), transferring the contents into a separating funnel, water-washing the organic layer till the washing liquid became neutral, distilling off the solvent, distilling under reduced pressure to collect a fraction having a boiling point of 210°~213° C./3 mmHg, and recrystallizing it from ethyl alcohol (20 ml) and ethyl acetate (5 ml) to obtain 4-octyloxy-4'-((S)-3-methyl-pentyl)biphenyl (IIIb1) (13.5 g) which was a smectic liquid crystal exhibiting SC* phase and SH* phase, and whose phase transition points were as follows as shown in Table 2, column of Example 24:

출처