1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

Base Information

Chemical Name:1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde
CAS No.:1343480-64-7
Molecular Formula:C₂₀H₁₅NO₃
Molecular Weight:317.344
Hs Code.:

Synonyms:1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

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Chemical Property of 1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

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Technology Process of 1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

There total 3 articles about 1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde 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%

: 2-oxo-1-(prop-2-ynyl)-1,2-dihydroquinoline-3-carbaldehyde

: 696-62-8
para-iodoanisole

: 1343480-64-7
1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

Guidance literature:: With copper(l) iodide; palladium diacetate; triethylamine; In tetrahydrofuran; at 50 - 55 ℃; for 8h; Inert atmosphere;
DOI:10.1016/j.bmcl.2011.08.033

Reference yield:

: 103-84-4
Acetanilid

: 1343480-64-7
1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: trichlorophosphate / 16 h / 80 - 90 °C / Inert atmosphere

1.2: 60 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; palladium diacetate; triethylamine / tetrahydrofuran / 8 h / 50 - 55 °C / Inert atmosphere

With copper(l) iodide; palladium diacetate; potassium carbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Vilsmeier-Haack reaction / 1.2: Vilsmeier-Haack reaction / 3.1: Sonogashira coupling;
DOI:10.1016/j.bmcl.2011.08.033

Reference yield:

: 91301-03-0
3-formyl-2-quinolone

: 1343480-64-7
1-(3-(4-methoxyphenyl)prop-2-ynyl)-2-oxo-1,2-dihydroquinoline-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

2: copper(l) iodide; palladium diacetate; triethylamine / tetrahydrofuran / 8 h / 50 - 55 °C / Inert atmosphere

With copper(l) iodide; palladium diacetate; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Sonogashira coupling;
DOI:10.1016/j.bmcl.2011.08.033