Reaktion #58828

ord-3e34a53d7190421e825142c2a2c4bcd8

Reaktionsgleichung

C#Cc1cccc(C2OCCO2)c1
2-(3-ethynylphenyl)-1,3-dioxolane
FC(F)Oc1ccc(I)cc1
1-(difluoromethoxy)-4-iodobenzene
FC(F)Oc1ccc(C#Cc2cccc(C3OCCO3)c2)cc1
2-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)-1,3-dioxolane
Ausbeute 85.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe coupled product was obtained
  2. 2
    SonstigeThis product was purified on silica gel (ISCO)

Vorschrift

Using essentially the same procedure described in Example 1, step a, and employing 2-(3-ethynylphenyl)-1,3-dioxolane and 1-(difluoromethoxy)-4-iodobenzene, the coupled product was obtained. This product was purified on silica gel (ISCO) using hexanes/EtOAc 5/1 as the eluting solvents to give 2-(3-{[4-(difluoromethoxy)phenyl]ethynyl}phenyl)-1,3-dioxolane as a yellow oil (7.9 g, 85% yield), MS m/e (M+H)+ 317; 1H NMR (400 MHz, DMSO-d6) 3.9-4.05 (m, 4H), 5.72 (s, 1H), 7.1-7.3 (m, 3H), 7.4 (m, 2H), 7.5-7.6 (m, 4H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07423158B2uspto-grants-2008_09