تفاعل #5639

معادلة التفاعل

4,7-dichloroquinoline

4-fluorophenol

→

product

4-(4-Fluorophenoxy)-7-chloroquinoline

المذيبات

xylene

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 50 mL flask equipped with a condenser
2. 2
   أخرىdrying tube
3. 3
   workup.ADDITIONwere added
4. 4
   درجة الحرارةThe reaction mixure was heated
5. 5
   درجة الحرارةto reflux
6. 6
   درجة الحرارةmaintained at that temperature for 18 hr
7. 7
   ترشيحThe reaction mixture was filtered hot
8. 8
   أخرىto remove the polymer
9. 9
   درجة الحرارةAfter cooling
10. 10
    غسيلthe filtrate was washed with 50 mL of 5N NaOH
11. 11
    استخلاصThe caustic layer was extracted with 2×25 mL of diethyl ether
12. 12
    تجفيفdried over Na2SO4
13. 13
    أخرىRemoval of the solvent

الإجراء التجريبي

To a 50 mL flask equipped with a condenser, drying tube and thermometer, was added 1.98 g (0.01 moles) of 4,7-dichloroquinoline, 1.07 g (0.0015 moles) of polyDMAP™and 20 mL of xylene. The mixture was stirred to reswell the polymer and 1.57 g (0.0014 moles) of 4-fluorophenol were added. The reaction mixure was heated to reflux and maintained at that temperature for 18 hr. The reaction mixture was filtered hot to remove the polymer. After cooling, the filtrate was washed with 50 mL of 5N NaOH. The caustic layer was extracted with 2×25 mL of diethyl ether. The xylene and the ether layers were combined and dried over Na2SO4. Removal of the solvent provided 2.36 g (86 percent yield) of product, mp=89°-91° C.

المصدر