Reaktion #59492

Reaktionsgleichung

2,5-bis(benzyloxy)phenol

2-bromoacetophenone

potassium hydrogen-carbonate

18-Crown-6

→

2-[2,5-Bis(benzyloxy)phenoxy]-1-phenylethanone

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Sonstigeevaporated to dryness under reduced pressure
3. 3
   SonstigeThe residue was triturated with the mixture of ether (8.2 ml) and water (1.4 ml) at the ice bath temperature
4. 4
   FiltrationThe product was collected by filtration
5. 5
   Waschenwashed with cold ether
6. 6
   Sonstigedried under reduced pressure

Vorschrift

A mixture of 2,5-bis(benzyloxy)phenol (0.28 g), 2-bromoacetophenone (0.22 g), potassium hydrogen-carbonate (0.25 g) and 18-Crown-6 (3 mg) in acetonitrile (4.2 ml) was stirred at 22° C. for one week. The mixture was filtered and evaporated to dryness under reduced pressure. The residue was triturated with the mixture of ether (8.2 ml) and water (1.4 ml) at the ice bath temperature. The product was collected by filtration, washed with cold ether and dried under reduced pressure. Yield is 0.14 g. 1H NMR (DMSO-d6) δ=4.98 (s, 2H), 5.06 (s, 2H), 5.58 (s, 2H), 6.51 (dd, J=8.9, 2.3 Hz, 1H), 6.68 (d, J=2.3 Hz, 1H), 6.94 (d, J=8.9 Hz, 1H), 7.28-8.03 (m, 15H).

Quelle