Reacción #59492

Ecuación de reacción

2,5-bis(benzyloxy)phenol

2-bromoacetophenone

potassium hydrogen-carbonate

18-Crown-6

→

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

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered
2. 2
   Otroevaporated to dryness under reduced pressure
3. 3
   OtroThe residue was triturated with the mixture of ether (8.2 ml) and water (1.4 ml) at the ice bath temperature
4. 4
   FiltraciónThe product was collected by filtration
5. 5
   Lavadowashed with cold ether
6. 6
   Otrodried under reduced pressure

Procedimiento

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).

Fuente