Reaktion #982

ord-600c0203d0174eabae949b47eb4ee810

Reaktionsgleichung

C(=C/c1ccccn1)/CC1OCCCO1
olefin
C(=C/c1ccccn1)/CC1OCCCO1
Z-3-(1,3-dioxan-2-yl)-1-(2-pyridyl)-1-propene
c1ccc(CCCC2OCCCO2)nc1
acetal
Ausbeute 92.5%
c1ccc(CCCC2OCCCO2)nc1
1-(1,3-Dioxan-2-yl)-3-(2-pyridyl)propane
Ausbeute 92.5%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewas bubbled a steady stream of hydrogen gas for a period of 10 min
  2. 2
    FiltrationThe reaction mixture was then filtered through celite and
  3. 3
    Einengenconcentrated

Vorschrift

Through a suspension of 800 mg (4.2 mmol) of olefin 149 and 100 mg of 10% palladium on carbon was bubbled a steady stream of hydrogen gas for a period of 10 min. The reaction mixture was then filtered through celite and concentrated to give 805 mg of the acetal 150 as a colorless oil. 1H NMR consistent with structure.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723459uspto-grants-1998_03