phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone

Base Information

• Chemical Name: phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone
• CAS No.: 193420-99-4
• Molecular Formula: C₂₂H₂₄FeO
• Molecular Weight: 360.279
• Mol file: 193420-99-4.mol

Synonyms:

Chemical Property of phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone

There total 1 articles about phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone 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: 19.9%

iron(II) acetylacetonate + 1,2,3,4,5-pentamethylcyclopentadiene (4045-44-7) + sodium cyclopentadienide + benzoyl chloride (98-88-4) → 1,2,3,4,5-pentamethyl ferrocene (83928-47-6) + phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone (193420-99-4)

Guidance literature:

With t-BuOK; n-BuLi; In tetrahydrofuran; byproducts: decamethyl(dihydro)fulvalene; dropwise addn. of PhCOCl to NaCp, stirring (room temp., 30 min), addn. of t-BuOK, stirring for 1 h, addn. of mixt. of equimolar amts. of Fe-complex, BuLi and C5HMe5 at -80°C, warming to room temp. overnight; solvent removal (vac.), chromy. (Al2O3, Et2O/hexane=1:2); elem. anal.;

DOI:10.1016/S0022-328X(97)00133-2

Reference yield: 71.4%

tetrafluoroboric acid + phenyl(1,2,3,4,5-pentamethylferrocen-1'-yl)ketone (193420-99-4) + water (7732-18-5) + lithium triethylborohydride (22560-16-3) → 1,2-bis(1,2,3,4,5-pentamethylferrocenium)-1,2-diphenylethane tetrafluoroborate

Guidance literature:

In tetrahydrofuran; diethyl ether; acetic acid; addn. of 2 equiv. of B-compd. to Fe-complex soln. (in THF) at 0°C, warming to room temp. over 90 min, quenching with H2O, extn. into ether, filtration (Al2O3), evapn., dissoln. in glac. HOAc, treatment with HBF4 soln. (in ether), stirring for 1 h; pptn. on ether addn., collection (filtration), washing (ether), drying (vac.); elem. anal.;

DOI:10.1016/S0022-328X(97)00133-2

upstream raw materials:

1,2,3,4,5-pentamethylcyclopentadiene

benzoyl chloride