1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

Base Information

Chemical Name:1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne
CAS No.:768381-82-4
Molecular Formula:C₇₄H₆₆N₄
Molecular Weight:1011.36
Hs Code.:

Synonyms:1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

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Chemical Property of 1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

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Technology Process of 1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

There total 11 articles about 1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne 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: 57.0%

: 768381-92-6
9-(4-tert-butyl-2,6-dimethyl-phenyl)-10-[diazo-(4-ethynyl-2,6-dimethyl-phenyl)-methyl]-anthracene

: 768381-82-4
1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

Guidance literature:: With oxygen; CuCl(OH)*TMEDA; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0494026

Reference yield:

: 768381-81-3
[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl][2,6-dimethyl-4-(trimethylsilylethynyl)phenyl]diazomethane

: 768381-82-4
1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / aq. NaOH / 2-methyl-propan-2-ol / 20 °C

2: 57 percent / oxygen / CuCl(OH)*TMEDA / CH₂Cl₂ / 20 °C

With sodium hydroxide; oxygen; CuCl(OH)*TMEDA; In dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo0494026

Reference yield:

: 90-44-8
anthracen-9(10H)-one

: 768381-82-4
1,4-bis(3,5-dimethyl-4-[9-{10-(4-(t-butyl)-2,6-dimethylphenyl)}anthryl]diazomethylphenyl)butadiyne

Guidance literature:: Multi-step reaction with 10 steps

1.1: tBuLi / diethyl ether; pentane / -78 - 20 °C

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

2.1: 89 percent / bromine / CCl₄ / 20 °C

3.1: nBuLi / diethyl ether; hexane / 3 h / 0 °C

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

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

5.1: 75 percent / silver tetrafluoroborate / dioxane / Heating

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

7.1: 48 percent / tBuOK / tetrahydrofuran / -20 °C

8.1: 74 percent / triethylamine / (PPh₃)2PdCl₂; CuI / tetrahydrofuran / 35 °C

9.1: 80 percent / aq. NaOH / 2-methyl-propan-2-ol / 20 °C

10.1: 57 percent / oxygen / CuCl(OH)*TMEDA / CH₂Cl₂ / 20 °C

With hydrogenchloride; sodium hydroxide; silver tetrafluoroborate; n-butyllithium; potassium tert-butylate; bromine; tert.-butyl lithium; oxygen; sodium acetate; Nitrogen dioxide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; diethyl ether; hexane; dichloromethane; tert-butyl alcohol; pentane; benzene; 8.1: Sonogashira coupling;
DOI:10.1021/jo0494026