Reaktion #4559

Reaktionsgleichung

4-(4-(4-bromo-2-fluorophenoxy)phenoxy)-3-methoxy-2-penten-1-ol

water

→

product

Ausbeute 69.0%

4-(4-(4-Bromo-2-fluorophenoxy)phenoxy)-3-oxo-1-pentene

Ausbeute 69.0%

Lösungsmittel

CH2Cl2

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether
2. 2
   WaschenThe combined ether extracts were washed with water
3. 3
   Trocknendried over MgSO4
4. 4
   Sonstigethe solvent was removed by rotary evaporation
5. 5
   SonstigeThe residue was purified by HPLC
6. 6
   Wascheneluting with 95:5 hexane

Vorschrift

To a solution of 30 ml of 35% HClO4 and 15 ml CH2Cl2 at 0° C. was added 3.0 g (7.55 mmol) 4-(4-(4-bromo-2-fluorophenoxy)phenoxy)-3-methoxy-2-penten-1-ol in 15 ml CH2Cl2. The mixture was stirred at 0° C. for 45 min, then poured into water and extracted with ether. The combined ether extracts were 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 1.9 g (69%) of the product as a clear, colorless oil. Structure was established on the basis of IR and NMR analysis. Calc: C, 55.91; H, 3.86. Found: C, 56.84, H, 4.00.

Quelle