반응 #59492

ord-7f9a6aad03f3423b9c5a65a32fd0e897

반응 방정식

Oc1cc(OCc2ccccc2)ccc1OCc1ccccc1
2,5-bis(benzyloxy)phenol
O=C(CBr)c1ccccc1
2-bromoacetophenone
O=C([O-])O.[K+]
potassium hydrogen-carbonate
C1COCCOCCOCCOCCOCCO1
18-Crown-6
O=C(COc1cc(OCc2ccccc2)ccc1OCc1ccccc1)c1ccccc1
2-[2,5-Bis(benzyloxy)phenoxy]-1-phenylethanone

반응 조건

온도
22°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The mixture was filtered
  2. 2
    기타evaporated to dryness under reduced pressure
  3. 3
    기타The residue was triturated with the mixture of ether (8.2 ml) and water (1.4 ml) at the ice bath temperature
  4. 4
    여과The product was collected by filtration
  5. 5
    세척washed with cold ether
  6. 6
    기타dried under reduced pressure

실험 절차

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).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07425568B2uspto-grants-2008_09