反応 #4557

反応方程式

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

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

potassium carbonate

acetonitrile

→

product

収率 58.2%

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

収率 58.2%

溶媒

water

反応条件

後処理

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

実験手順

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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