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

HRID 886

Reaction equation

HRID 886 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7]/[CH:8]=[CH:9]\[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1>[Pd]>[O:1]1[CH2:6][CH2:5][CH2:4][O:3][CH:2]1[CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 1

HCID 70113689Z-3-(1,3-dioxan-2-yl)-1-(2-pyridyl)-1-propene

Product 1

HCID 196941391-(1,3-Dioxan-2-yl)-3-(2-pyridyl)propaneYield 92.5%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

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.

Workup

  1. customwas bubbled a steady stream of hydrogen gas for a period of 10 min
  2. filtrationThe reaction mixture was then filtered through celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-600c0203d0174eabae949b47eb4ee810
Source dataset
uspto-grants-1998_03
Patent number
US05723459

Linked notes

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