Réaction #59492

Équation de réaction

2,5-bis(benzyloxy)phenol

2-bromoacetophenone

potassium hydrogen-carbonate

18-Crown-6

→

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

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered
2. 2
   Autreevaporated to dryness under reduced pressure
3. 3
   AutreThe 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
   Lavagewashed with cold ether
6. 6
   Autredried under reduced pressure

Mode opératoire

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).

Source