Vinyl Acetate → 2-Vinyl-2-azabicyclo[2.2.1]hept-5-en-3-one

HRID 219517

Reaction equation

HRID 219517 reaction equation
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[C:3](=[O:8])[NH:2]2.[C:9](OC=C)(=O)[CH3:10]>[Na+].[Na+].Cl[Pd+2](Cl)(Cl)Cl>[CH:9]([N:2]1[C:3](=[O:8])[CH:4]2[CH2:7][CH:1]1[CH:6]=[CH:5]2)=[CH2:10]

Participants

4

Reactant 2

HCID 7904Vinyl AcetateHCID 5486782-Azabicyclo(2.2.1)hept-5-en-3-one

Product 1

HCID 600076472-Vinyl-2-azabicyclo[2.2.1]hept-5-en-3-one

Reagents, catalysts & solvents 1

HCID 178479786HCID 178479786, compoundCatalyst

Procedure

A solution of 2-azabicyclo[2.2.1]hept-5-en-3-one (0.5 g, 4.6 mmole) in vinyl acetate (3 ml, 33 mmole) with sodium tetrachloropalladate (15 mg, 0.05 mmole) was refluxed for 5 days. The product, Compound 6, was isolated by evaporation of the volatiles. Analysis by Gas Liquid Chromatography-Mass Spectrometry (GLC-MS) was consistent with the predicted molecular weight.

Sources & evidence

ORD record
ord-3865ab6554404ec9b59a3a1abbb6b7da
Source dataset
uspto-grants-2012_06
Patent number
US08202833B2

Linked notes

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