Reaction #982

Reaction equation

olefin

Z-3-(1,3-dioxan-2-yl)-1-(2-pyridyl)-1-propene

→

acetal

Yield 92.5%

1-(1,3-Dioxan-2-yl)-3-(2-pyridyl)propane

Yield 92.5%

Conditions

Workup

1. 1
   Otherwas 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
   Concentrationconcentrated

Procedure

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.

Source