C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

Base Information

• Chemical Name: C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3
• CAS No.: 444085-24-9
• Molecular Formula: C₄₅H₃₂N₂O₆
• Molecular Weight: 696.759
• Mol file: 444085-24-9.mol

Synonyms:C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

Chemical Property of C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3

There total 5 articles about C₁₂H₇N₂C₂C₆H₄C(C₆H₄CO₂CH₃)3 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:

5-bromo-1,10-phenanthroline (40000-20-2) + 4-ethynylphenyl-tris(4-carbomethoxyphenyl)methane (444085-22-7) → C12H7N2C2C6H4C(C6H4CO2CH3)3 (444085-24-9)

Guidance literature:

4-ethynylphenyl-tris(4-carbomethoxyphenyl)methane; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 2.5h;

5-bromo-1,10-phenanthroline; With 9-methoxy-9-borabicyclo[3.3.1]nonane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 18h; Further stages.; Heating;

DOI:10.1021/ja025840n

Reference yield:

tetrakis(4-bromophenyl)methane (105309-59-9) → C12H7N2C2C6H4C(C6H4CO2CH3)3 (444085-24-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 700 mg / CuBr; (i-Pr)2NH; Et₃N / Pd(PPh₃)4 / benzene / 5 h / 55 °C

2.1: t-BuLi / pentane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 50 percent / pentane; tetrahydrofuran / 0.25 h / -78 °C

3.1: 90 percent / aq. KOH; EtOH / diethyl ether / 65 °C

4.1: 95 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

5.1: (Me₃Si)2NLi / tetrahydrofuran; hexane / 2.5 h / -78 °C

5.2: B-methoxy-9-BBN / Pd(PPh₃)4 / tetrahydrofuran / 18 h / Heating

With potassium hydroxide; ethanol; tetrabutyl ammonium fluoride; tert.-butyl lithium; triethylamine; diisopropylamine; copper(I) bromide; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; hexane; pentane; benzene; 1.1: Sonogashira cross-coupling / 5.2: Suzuki-type coupling;

DOI:10.1021/ja025840n

Reference yield:

trimethyl((4-(tris(4-bromophenyl)methyl)phenyl)ethynyl)silane (444085-18-1) → C12H7N2C2C6H4C(C6H4CO2CH3)3 (444085-24-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: t-BuLi / pentane; tetrahydrofuran / 0.5 h / -78 °C

1.2: 50 percent / pentane; tetrahydrofuran / 0.25 h / -78 °C

2.1: 90 percent / aq. KOH; EtOH / diethyl ether / 65 °C

3.1: 95 percent / n-Bu₄NF / tetrahydrofuran / 2 h / 20 °C

4.1: (Me₃Si)2NLi / tetrahydrofuran; hexane / 2.5 h / -78 °C

4.2: B-methoxy-9-BBN / Pd(PPh₃)4 / tetrahydrofuran / 18 h / Heating

With potassium hydroxide; ethanol; tetrabutyl ammonium fluoride; tert.-butyl lithium; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane; pentane; 4.2: Suzuki-type coupling;

DOI:10.1021/ja025840n

upstream raw materials:

5-bromo-1,10-phenanthroline

4-ethynylphenyl-tris(4-carbomethoxyphenyl)methane

tetrakis(4-bromophenyl)methane

trimethyl((4-(tris(4-bromophenyl)methyl)phenyl)ethynyl)silane

Refernces