1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

Base Information

Chemical Name:1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one
CAS No.:1170060-01-1
Molecular Formula:C₁₉H₁₉NO₃
Molecular Weight:309.365
Hs Code.:

Synonyms:1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

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Chemical Property of 1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

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Technology Process of 1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

There total 10 articles about 1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one 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: 72.0%

: (2Z)-3-amino-5-(2-chlorophenyl)-1-(3,4-dimethoxyphenyl)pent-2-en-1-one

: 1170060-01-1
1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; tert-butyl XPhos; In pentan-1-ol; at 100 ℃; for 20h; Solvent; Inert atmosphere;
DOI:10.3762/bjoc.11.99

Reference yield: 65.0%

: (2Z)-3-amino-5-(2-bromophenyl)-1-(3,4-dimethoxyphenyl)pent-2-en-1-one

: 1170060-01-1
1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In toluene; at 100 ℃; for 2h; Reagent/catalyst; Solvent; Inert atmosphere;
DOI:10.3762/bjoc.11.99

Reference yield:

: 89-98-5
2-chloro-benzaldehyde

: 1170060-01-1
1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; formic acid / 4 h / 10 - 100 °C

2.1: thionyl chloride / 4 h / 20 °C / Reflux

3.1: potassium 2-methylbutan-2-olate / toluene; tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

3.3: 5 h / Reflux

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tert-butyl XPhos; caesium carbonate / pentan-1-ol / 20 h / 100 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; formic acid; thionyl chloride; potassium 2-methylbutan-2-olate; caesium carbonate; triethylamine; tert-butyl XPhos; In tetrahydrofuran; pentan-1-ol; toluene;
DOI:10.3762/bjoc.11.99