2,11-Dodecadione synthesis
- Product Name:2,11-Dodecadione
- CAS Number:7029-09-6
- Molecular formula:C12H22O2
- Molecular Weight:198.3
5876-87-9
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Yield:7029-09-6 78%
Reaction Conditions:
with chromium(VI) oxide;palladium dichloride in water;acetonitrile at 20 - 60; for 14 h;Wacker-Tsuji Olefin Oxidation;
Steps:
4.2 General procedure for oxidation of terminal olefins
General procedure: To a stirred solution of olefin (0.4mmol) in CH3CN (3.5mL) and H2O (0.5mL) were added PdCl2 (3.6mg, 0.02mmol, 5mol%) and CrO3 (20mg, 0.6mmol, 0.5equiv) at room temperature. The reaction mixture was warmed to 60°C and stirred for specified time (see Tables 5-7) in a closed flask. The reaction mixture was then filtered through a small pad of silica gel and washed with EtOAc and the filtrate concentrated. The residue in some cases contained virtually pure compound and no further purification was necessary. In other cases the residue was purified by silica gel column chromatography using petroleum ether/EtOAc as an eluent to afford the methyl ketones.
References:
Fernandes, Rodney A.;Bethi, Venkati [Tetrahedron,2014,vol. 70,# 32,p. 4760 - 4767]
5009-33-6
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27372-04-9
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