(1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III)

Base Information

• Chemical Name: (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III)
• CAS No.: 158678-12-7
• Molecular Formula: C₂₂H₃₂CoN₅O₅
• Molecular Weight: 505.52
• Mol file: 158678-12-7.mol

Synonyms:

Chemical Property of (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III)

There total 4 articles about (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(3E)-(1,3-pentadien-2-yl)(pyridine)bis(dimethylglyoximato)cobalt(III) + methyl vinyl ketone (78-94-4,25038-87-3) → (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III) (158706-34-4,158678-12-7)

Guidance literature:

In tetrahydrofuran; the ketone is added to a soln. of the starting complex in THF, refluxedunder N2 for 8 h; the solvent is removed, thr crude product is triturated with pentane, mixture of exo/endo isomers, elem. anal.;

DOI:10.1021/ja00094a037

Reference yield: 46.0%

pyridine (110-86-1) + pent-3-en-1-yne (2206-23-7,1574-40-9,2004-69-5) + cobalt(II) diacetate tetrahydrate (6147-53-1) + methyl vinyl ketone (78-94-4,25038-87-3) + butane-2,3-dione dioxime (95-45-4) → (3Z)-1,3-pentadien-2-ylpyridinebis(dimethylglyoximato)cobalt(III) + 1-acetyl-2-methyl-3-cyclohexene-4-ylpyridinebis(dimethylglyoximato)cobalt(III) (158678-12-7,158706-34-4)

Guidance literature:

With zinc; In tetrahydrofuran; under N2; pyridine added to THF soln. of Co(OAc)2*4H2O and dimethylglyoxime followed by Zn dust; mixt. refluxed for 15 min; 3-penten-1-yne added; mixt. refluxed for 1 h and filtered; 5 equiv of methyl vinyl ketone added; soln. refluxed for 17 h; soln. cooled to 25 °C; solvent removed by rotary evapn.; residue chromd. on silica using EtOAc;

DOI:10.1016/S0022-328X(03)00587-4

Reference yield:

2-(trimethylacetoxy)-3,4-pentadiene (54863-29-5) → (1-acetyl-2-methyl-3-cyclohexen-4-yl)pyridinebis(dimethylglyoximato)cobalt(III) (158706-34-4,158678-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: C₅H₅N; NaOH / methanol; water; pyridine

2: tetrahydrofuran

With C₅H₅N; NaOH; In tetrahydrofuran; pyridine; methanol; water;

DOI:10.1021/ja00094a037

upstream raw materials:

pyridine

pent-3-en-1-yne

cobalt(II) diacetate tetrahydrate

methyl vinyl ketone

Refernces

• 1、 Wright, Marcus W.,Smalley Jr., Terrence L.,Welker, Mark E.,Rheingold, Arnold L.. "Synthesis of cobalt-substituted 1,3-diene complexes with unusual structures and their exo-selective Diels-Alder reactions". . p. 6777 - 6791. Retrieved 2007/10/02.