(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

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Chemical Name:(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one
CAS No.:1313398-22-9
Molecular Formula:C₂₅H₂₁NO₄S
Molecular Weight:431.512
Hs Code.:

Synonyms:(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

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Chemical Property of (E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

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Technology Process of (E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

There total 4 articles about (E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-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: 17.0%

: 1313397-92-0
5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophene-2-carbaldehyde

: 1313399-76-6
diethyl 1-(4-methoxybenzyl)-2-oxopyrrolidin-3-ylphosphonate

: 1313398-22-9
(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

Guidance literature:: diethyl 1-(4-methoxybenzyl)-2-oxopyrrolidin-3-ylphosphonate; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophene-2-carbaldehyde; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 18h;

With ammonium chloride; In tetrahydrofuran; water; toluene;

Reference yield:

: 862081-37-6
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isobenzofuran-1(3H)-one

: 1313398-22-9
(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / ethanol; toluene / 2 h / Reflux; Inert atmosphere

2.1: hydrogenchloride; water / acetone / 3 h / 20 °C

3.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

3.2: 18 h / -78 - 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 18-crown-6 ether; water; potassium hexamethylsilazane; sodium carbonate; In tetrahydrofuran; ethanol; acetone; toluene; 1.1: Suzuki coupling;
DOI:10.1016/j.bmc.2011.12.011

Reference yield:

: 1313397-91-9
5-(5-(1,3-dioxolan-2-yl)thiophen-2-yl)isobenzofuran-1(3H)-one

: 1313398-22-9
(E,Z)-1-(4-methoxybenzyl)-3-((5-(1-oxo-1,3-dihydroisobenzofuran-5-yl)thiophen-2-yl)methylene)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride; water / acetone / 3 h / 20 °C

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

2.2: 18 h / -78 - 20 °C

With hydrogenchloride; 18-crown-6 ether; water; potassium hexamethylsilazane; In tetrahydrofuran; acetone; toluene;
DOI:10.1016/j.bmc.2011.12.011