(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

Base Information

Chemical Name:(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en
CAS No.:1370002-32-6
Molecular Formula:C₂₇H₂₄O₅
Molecular Weight:428.485
Hs Code.:

Synonyms:(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

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Chemical Property of (E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

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Technology Process of (E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

There total 4 articles about (E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en 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: 74.0%

: 1370002-31-5
diethyl {2-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-1-methyl-2-oxoethyl}phosphonate

: 100-52-7
benzaldehyde

: 1370002-32-6
(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In toluene; at 82 ℃; for 30h; Inert atmosphere;
DOI:10.1021/ja300900p

Reference yield:

: 187404-37-1
2-iodo-3,5-dimethyoxyphenol

: 1370002-32-6
(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.08 h / 0 °C / Inert atmosphere

1.2: 2 h / Reflux; Inert atmosphere

2.1: carbon tetrabromide; palladium diacetate; sodium hydrogencarbonate / 20.17 h / 25 °C / 760.05 Torr

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / toluene / 30 h / 82 °C / Inert atmosphere

With n-butyllithium; carbon tetrabromide; ethylmagnesium bromide; palladium diacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; diethyl ether; hexane; toluene; 1.1: Kumada coupling reaction / 1.2: Kumada coupling reaction;
DOI:10.1021/ja300900p

Reference yield:

: 500-99-2
3,5-dimethoxyphenol

: 1370002-32-6
(E)-1-[4,6-dimethoxy-2-(4-methoxyphenyl)benzofuran-3-yl]-2-methyl-3-phenylprop-2-en

Guidance literature:: Multi-step reaction with 5 steps

1.1: dihydrogen peroxide; iodine / water / 1 h / 20 °C

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.08 h / 0 °C / Inert atmosphere

2.2: 2 h / Reflux; Inert atmosphere

3.1: carbon tetrabromide; palladium diacetate; sodium hydrogencarbonate / 20.17 h / 25 °C / 760.05 Torr

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

4.2: 1 h / -78 °C / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / toluene / 30 h / 82 °C / Inert atmosphere

With n-butyllithium; carbon tetrabromide; ethylmagnesium bromide; dihydrogen peroxide; iodine; palladium diacetate; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; diethyl ether; hexane; water; toluene; 2.1: Kumada coupling reaction / 2.2: Kumada coupling reaction;
DOI:10.1021/ja300900p