pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾

Base Information

• Chemical Name: pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾
• CAS No.: 124685-64-9
• Molecular Formula: C₁₇H₁₅CrNO₅
• Molecular Weight: 365.306
• Mol file: 124685-64-9.mol

Synonyms:pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾

Chemical Property of pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾

There total 2 articles about pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium⁽⁰⁾ 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: 78.0%

chloro-trimethyl-silane (75-77-4) + N-benzyl-2-piperidinone (4783-65-7) + dipotassium pentacarbonylchromate → pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium(0) (124685-64-9)

Guidance literature:

In tetrahydrofuran; cooling of Cr-compd. (prepd. from C8K and Cr(CO)6) in THF (-78°C, Ar atmosphere), addn. of amide, stirring (-78°C, 0.5 h), warming (-17°C, 1 h), cooling (-78°C, 0.5 h), addn. of TMSCl, stirring (0.5 h), warming (25°C); addn. of Al2O3, removal of solvent (vac.), chromy. (silica gel, hexane-CH2Cl2 1:1);

DOI:10.1021/om00160a033

Reference yield: 32.0%

N-benzyl-2-piperidinone (4783-65-7) + dipotassium pentacarbonylchromate → pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium(0) (124685-64-9)

Guidance literature:

With chloro-trimethyl-silane; In not given; react. of K2Cr(CO)5 and lactame from -78°C to 0°C, after addn. of TMSCl mixt. is stirred at -78°C for 1 h, warmed slowly to -25°C and stirred for another h; solvent is removed, chromy., elem. anal.;

Reference yield: 90.0%

pentacarbonyl(N-benzyl-2-azacyclohexylidene)chromium(0) (124685-64-9) → 1-benzylpiperidine-2-carboxylic acid methyl ester (124619-69-8) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6)

Guidance literature:

With methanol; In methanol; Irradiation (UV/VIS); solid carbene complex is added to an oven-dried Pyrex pressure tube, followed by dry methanol, contents are degassed, purged with Ar, warmed to room temp., purged with CO, pressurized with 50-90 psi CO, irradiated (450 W) for 6 d; monitored by TLC, mixt. is filtered (Celite), evapg. in vacuo yields pure product; NMR, IR, elem. anal.;

upstream raw materials:

chloro-trimethyl-silane

N-benzyl-2-piperidinone

Downstream raw materials:

1-benzylpiperidine-2-carboxylic acid methyl ester

chromium⁽⁰⁾ hexacarbonyl