5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde

Base Information

• Chemical Name: 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde
• CAS No.: 1361058-19-6
• Molecular Formula: C₄₆H₄₇NO₂
• Molecular Weight: 645.885

Synonyms:5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde

Chemical Property of 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde

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Technology Process of 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde

There total 2 articles about 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde 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: 58.0%

7-bromo-9,9-dihexyl-N,N-diphenyl-9H-fluoren-2-amine (209603-47-4) + 5‐ethynyl‐2‐hydroxybenzaldehyde (252771-08-7) → 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde (1361058-19-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jp2112507

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → 5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde (1361058-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 6 h / 80 °C / Inert atmosphere

2: potassium carbonate / methanol

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 8 h / 80 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; 3: Sonogashira coupling;

DOI:10.1021/jp2112507

Reference yield: 63.0%

5-(2-(2-(diphenylamino)-9,9-dihexyl-9H-fluoren-7-yl)ethynyl)-2-hydroxybenzaldehyde (1361058-19-6) + (R)-1,1'-binaphthyl-2,2'-diamine (18741-85-0) → 2,2'-(1E,1'E)-(R)-1,1'-binaphthyl-2,2'-diylbis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)bis(4-((7-(diphenylamino)-9,9-dihexyl-9H-fluoren-2-yl)ethynyl)phenol)

Guidance literature:

In ethanol; at 70 ℃; for 18h; Dean-Stark conditions;

DOI:10.1021/jp2112507

upstream raw materials:

7-bromo-9,9-dihexyl-N,N-diphenyl-9H-fluoren-2-amine

5‐ethynyl‐2‐hydroxybenzaldehyde

5-bromosalicyclaldehyde

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