(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one
CAS No.:1353576-92-7
Molecular Formula:C₂₂H₂₃BrO₅
Molecular Weight:447.326
Hs Code.:

Synonyms:(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

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Chemical Property of (Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

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Technology Process of (Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

There total 3 articles about (Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-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: 30.0%

: 1353576-91-6
(Z)-3-(bromo(p-tolyl)methylene)-4-(bromomethyl)dihydrofuran-2(3H)-one

: 182163-96-8
3,4,5-trimethoxyphenylboronic Acid

: 1353576-92-7
(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; benzene; at 80 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.002

Reference yield:

: 1312124-11-0
allyl 3-(4-methylphenyl)propiolate

: 1353576-92-7
(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; acetic acid; lithium bromide; copper(ll) bromide / 8 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide; benzene / 24 h / 80 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetic acid; lithium bromide; copper(ll) bromide; In N,N-dimethyl-formamide; benzene; 2: Suzuki coupling;
DOI:10.1016/j.tet.2011.11.002

Reference yield:

: 766-97-2
4-n-methylphenylacetylene

: 1353576-92-7
(Z)-4-(bromomethyl)-3-(p-tolyl(3,4,5-trimethoxyphenyl)methylene)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C / Inert atmosphere

1.2: 12 h / -78 - 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; acetic acid; lithium bromide; copper(ll) bromide / 8 h / 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / N,N-dimethyl-formamide; benzene / 24 h / 80 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; acetic acid; lithium bromide; copper(ll) bromide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; benzene; 3.1: Suzuki coupling;
DOI:10.1016/j.tet.2011.11.002