반응 #4557

반응 방정식

4-(4-bromo-2-fluorophenoxy)phenol

methyl 4-bromo-3-methoxy-2-pentenoate

potassium carbonate

acetonitrile

→

product

수율 58.2%

4-(4-(4-Bromo-2-fluorophenoxy)phenoxy)-3-methoxy-2-pentenoic acid, methyl ester

수율 58.2%

용매

water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 16 hours
3. 3
   추출extracted with ether
4. 4
   세척The combined ether extracts were washed with dilute aqueous NaOH
5. 5
   세척washed with water
6. 6
   건조dried over MgSO4
7. 7
   기타the solvent was removed by rotary evaporation
8. 8
   기타The residue was purified by HPLC
9. 9
   세척eluting with 95:5 hexane

실험 절차

A mixture of 12.0 g (42.4 mmol) 4-(4-bromo-2-fluorophenoxy)phenol, 9.5 g (42.4 mmol) methyl 4-bromo-3-methoxy-2-pentenoate, 6.45 g (46.6 mmol) potassium carbonate and 180 ml acetonitrile was heated at reflux for 16 hours. The mixture was poured into water and extracted with ether. The combined ether extracts were washed with dilute aqueous NaOH, washed with water, dried over MgSO4 and the solvent was removed by rotary evaporation. The residue was purified by HPLC eluting with 95:5 hexane:acetone, to give 10.5 g (58 percent) of the product as a clear colorless oil. Calc: C, 53.66; H, 4.27. Found: C, 53.28, H, 4.40. Structure was established on the basis of IR and NMR analysis.

출처