Реакция #59492

Уравнение реакции

2,5-bis(benzyloxy)phenol

2-bromoacetophenone

potassium hydrogen-carbonate

18-Crown-6

→

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   ФильтрацияThe mixture was filtered
2. 2
   Другоеevaporated to dryness under reduced pressure
3. 3
   ДругоеThe residue was triturated with the mixture of ether (8.2 ml) and water (1.4 ml) at the ice bath temperature
4. 4
   ФильтрацияThe product was collected by filtration
5. 5
   Промывкаwashed with cold ether
6. 6
   Другоеdried under reduced pressure

Методика

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).

Источник