反应 #4557

反应方程式

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

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

potassium carbonate

acetonitrile

→

product

收率 58.2%

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

收率 58.2%

溶剂

water

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 16 hours
3. 3
   萃取extracted with ether
4. 4
   洗涤The combined ether extracts were washed with dilute aqueous NaOH
5. 5
   洗涤washed with water
6. 6
   干燥dried over MgSO4
7. 7
   其他the solvent was removed by rotary evaporation
8. 8
   其他The residue was purified by HPLC
9. 9
   洗涤eluting with 95:5 hexane

实验过程

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.

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