nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

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Chemical Name:nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate
CAS No.:1416273-61-4
Molecular Formula:C₅₂H₆₀Br₂N₄O₃Si
Molecular Weight:976.967
Hs Code.:

Synonyms:nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

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Chemical Property of nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

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Technology Process of nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

There total 8 articles about nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate 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: 75.0%

: 1416273-59-0
C₄₀H₅₆N₂O₃Si

: 13125-68-3
1-bromo-3-nitrosobenzene

: 1416273-61-4
nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

Guidance literature:: With acetic acid; at 20 ℃; for 72h;
DOI:10.1039/c2cc35974j

Reference yield:

: 6307-83-1
3-bromo-5-nitro-benzoic acid

: 1416273-61-4
nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 6 h / -15 - 60 °C / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 17.5 h / 0 - 20 °C

3: tin(II) chloride dihdyrate / ethanol / 2 h / 60 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; water; tetrahydrofuran / 3 h / 65 °C / Inert atmosphere

5: acetic acid / 72 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; dimethylsulfide borane complex; potassium carbonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water; toluene; 2: |Mitsunobu Displacement / 4: |Suzuki Coupling;
DOI:10.1039/c2cc35974j

Reference yield:

: 121-92-6
3-nitrobenzoic acid

: 1416273-61-4
nonyl 3',5-bis[(E)-(3-bromophenyl)diazenyl]-5'-{(4-[(triisopropylsilyl)ethynyl]phenoxy)-methyl}-[1,1'-biphenyl]-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; N-Bromosuccinimide / 3 h / 60 - 70 °C

2: dimethylsulfide borane complex / tetrahydrofuran / 6 h / -15 - 60 °C / Inert atmosphere

3: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 17.5 h / 0 - 20 °C

4: tin(II) chloride dihdyrate / ethanol / 2 h / 60 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; water; tetrahydrofuran / 3 h / 65 °C / Inert atmosphere

6: acetic acid / 72 h / 20 °C

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tin(II) chloride dihdyrate; dimethylsulfide borane complex; sulfuric acid; potassium carbonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water; toluene; 3: |Mitsunobu Displacement / 5: |Suzuki Coupling;
DOI:10.1039/c2cc35974j