2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid

Base Information

• Chemical Name: 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid
• CAS No.: 1374843-17-0
• Molecular Formula: C₅₁H₄₀F₃N₃O₂
• Molecular Weight: 783.893

Synonyms:2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid

Chemical Property of 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid

Chemical Property:

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Technology Process of 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid

There total 5 articles about 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid 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: 82.0%

4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)benzaldehyde (1374842-19-9) + cyanoacetic acid (372-09-8) → 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid (1374843-17-0)

Guidance literature:

With ammonium acetate; acetic acid; at 120 ℃; for 6h;

DOI:10.1016/j.jphotochem.2011.08.001

Reference yield:

2,7-dibromo-9H-carbazole (136630-39-2) → 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid (1374843-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / Reflux

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine / 10 h / Reflux

3: tri-tert-butyl phosphine; palladium diacetate; caesium carbonate / toluene / 24 h / 110 °C / Inert atmosphere

4: ammonium acetate; acetic acid / 6 h / 120 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tri-tert-butyl phosphine; ammonium acetate; palladium diacetate; potassium carbonate; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;

DOI:10.1016/j.jphotochem.2011.08.001

Reference yield:

p-trifluoromethylphenyl bromide (402-43-7) → 2-cyano-3-[4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)phenyl]acrylic acid (1374843-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / Reflux

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine / 10 h / Reflux

3: tri-tert-butyl phosphine; palladium diacetate; caesium carbonate / toluene / 24 h / 110 °C / Inert atmosphere

4: ammonium acetate; acetic acid / 6 h / 120 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tri-tert-butyl phosphine; ammonium acetate; palladium diacetate; potassium carbonate; caesium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In N,N-dimethyl-formamide; toluene; 2: Sonogashira coupling;

DOI:10.1016/j.jphotochem.2011.08.001

upstream raw materials:

C₁₉H₁₀Br₂F₃N

4-((3',6'-di-tert-butyl-9-[4-(trifluoromethyl)phenyl]-9H-2,9'-bicarbazol-7-yl)ethynyl)benzaldehyde

cyanoacetic acid

p-trifluoromethylphenyl bromide

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