3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene

Base Information

• Chemical Name: 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene
• CAS No.: 666257-70-1
• Molecular Formula: C₇₉H₇₈N₄Si
• Molecular Weight: 1111.6
• Mol file: 666257-70-1.mol

Synonyms:3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene

Chemical Property of 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene

There total 9 articles about 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene 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: 51.0%

5-trimethylsilylbenzene-1,3-diboronic acid + [9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}](4-bromo-2,6-dimethylphenyl)diazomethane (666257-68-7) → 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene (666257-70-1)

Guidance literature:

With potassium fluoride; palladium diacetate; johnphos; In tetrahydrofuran; at 40 ℃;

DOI:10.1021/ja038450p

Reference yield:

anthracen-9(10H)-one (90-44-8) → 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene (666257-70-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: tert-butyllithium / diethyl ether; pentane / 1 h / -78 °C

1.2: 44 percent / diethyl ether; pentane; toluene / Heating

2.1: 89 percent / Br₂ / CCl₄ / 20 °C

3.1: n-butyllithium / diethyl ether; hexane / 3 h / 0 °C

3.2: 74 percent / diethyl ether; hexane; tetrahydrofuran / 20 °C

4.1: 97 percent / HCl / benzene / 1 h / 5 °C

5.1: 75 percent / silver tetrafluoroborate / dioxane / Heating

6.1: 100 percent / NO₂; sodium acetate / CCl₄ / 2 h / -20 - 20 °C

7.1: 48 percent / potassium tert-butoxide / tetrahydrofuran / -20 °C

8.1: 51 percent / palladium acetate; potassium fluoride; 2-(di-tert-butylphosphino)biphenyl / tetrahydrofuran / 40 °C

With hydrogenchloride; potassium fluoride; silver tetrafluoroborate; n-butyllithium; potassium tert-butylate; bromine; tert.-butyl lithium; sodium acetate; palladium diacetate; Nitrogen dioxide; johnphos; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; hexane; pentane; benzene; 8.1: Suzuki coupling;

DOI:10.1021/ja038450p

Reference yield:

3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trimethylsilylbenzene (383175-93-7) → 3,5-bis{3,5-dimethyl-4-(diazo[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}]methyl)phenyl}benzene (666257-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaIO₄; NH₄OAc / acetone / 48 h

2: 51 percent / palladium acetate; potassium fluoride; 2-(di-tert-butylphosphino)biphenyl / tetrahydrofuran / 40 °C

With potassium fluoride; sodium periodate; ammonium acetate; palladium diacetate; johnphos; In tetrahydrofuran; acetone; 2: Suzuki coupling;

DOI:10.1021/ja038450p

upstream raw materials:

[9-{10-(4-tert-butyl-2,6-dimethylphenyl)anthryl}](4-bromo-2,6-dimethylphenyl)diazomethane

anthracen-9(10H)-one

3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trimethylsilylbenzene

9-(4-tert-butyl-2,6-dimethylphenyl)anthracene