تفاعل #4557

معادلة التفاعل

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

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

potassium carbonate

acetonitrile

→

product

المردود 58.2%

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

المردود 58.2%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةat reflux for 16 hours
3. 3
   استخلاصextracted with ether
4. 4
   غسيلThe combined ether extracts were washed with dilute aqueous NaOH
5. 5
   غسيلwashed with water
6. 6
   تجفيفdried over MgSO4
7. 7
   أخرىthe solvent was removed by rotary evaporation
8. 8
   أخرىThe residue was purified by HPLC
9. 9
   غسيلeluting with 95:5 hexane

الإجراء التجريبي

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.

المصدر