(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

Base Information

Chemical Name:(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one
CAS No.:1569438-18-1
Molecular Formula:C₂₂H₂₀Cl₂O₃
Molecular Weight:403.305
Hs Code.:

Synonyms:(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

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Chemical Property of (Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

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Technology Process of (Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

There total 8 articles about (Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-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: 61.0%

: 1569438-41-0
(Z)-3-bromo-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

: potassium benzyltrifluoroborate

: 1569438-18-1
(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In water; toluene; at 80 ℃; for 5h; Schlenk technique; Inert atmosphere;
DOI:10.1002/adsc.201300459

Reference yield:

: 1569438-62-5
1,3-dichloro-5-(2,2-dibromovinyl)-2-methoxybenzene

: 1569438-18-1
(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: -60 - 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / Schlenk technique; Inert atmosphere; Darkness

2.2: 4 h / 65 °C / Schlenk technique; Inert atmosphere; Darkness

3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene; water / 5 h / 80 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tert.-butyl lithium; potassium carbonate; caesium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; 3.1: |Suzuki Coupling;
DOI:10.1002/adsc.201300459

Reference yield:

: 32363-92-1
1,1-dibromo-3-methyl-1-butene

: 1569438-18-1
(Z)-3-benzyl-5-(3,5-dichloro-4-methoxybenzylidene)-4-isopropylfuran-2(5H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: tert.-butyl lithium / tetrahydrofuran / Inert atmosphere; Schlenk technique

2.1: lithium hydroxide / ethanol; water / Inert atmosphere; Schlenk technique

3.1: bromine / methanol / -5 °C / Schlenk technique; Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / Schlenk technique; Inert atmosphere; Darkness

4.2: 4 h / 65 °C / Schlenk technique; Inert atmosphere; Darkness

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / toluene; water / 5 h / 80 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bromine; tert.-butyl lithium; potassium carbonate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 5.1: |Suzuki Coupling;
DOI:10.1002/adsc.201300459