9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

Base Information

Chemical Name:9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide
CAS No.:303089-31-8
Molecular Formula:C₃₈H₃₁NO₂
Molecular Weight:533.67
Hs Code.:

Synonyms:9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

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Chemical Property of 9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

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Technology Process of 9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

There total 5 articles about 9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide 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: 94.0%

: 303089-30-7
9-(trimethylsilylethynyl)-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

: 303089-31-8
9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

Guidance literature:: With tetrabutylammonium fluoride absorbed on silica gel; In tetrahydrofuran; for 0.5h;
DOI:10.1021/jo0007940

Reference yield:

: 165261-51-8
9-bromo-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

: 303089-31-8
9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / toluene / 2 h / 50 °C

2: 94 percent / tetrabutylammonium fluoride on silica / tetrahydrofuran / 0.5 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutylammonium fluoride absorbed on silica gel; triethylamine; In tetrahydrofuran; toluene; 1: Condensation / 2: desilylation;
DOI:10.1021/jo0007940

Reference yield:

: 21860-03-7
2,5-di-tert-butylaniline

: 303089-31-8
9-ethynyl-N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide

Guidance literature:: Multi-step reaction with 4 steps

1: zinc diacetate; 1H-imidazole / water / 22 h / 190 °C / Schlenk technique; Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 48 h / 20 - 40 °C / Schlenk technique; Inert atmosphere

3: diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / dichloromethane / 36 h / 60 °C / Schlenk technique; Inert atmosphere

4: potassium carbonate / water; chloroform; methanol / 20 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc diacetate; potassium carbonate; diisopropylamine; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; 3: |Sonogashira Cross-Coupling;
DOI:10.1039/C8DT02496K