(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

Base Information

Chemical Name:(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one
CAS No.:1424351-68-7
Molecular Formula:C₂₃H₂₄N₂O₆
Molecular Weight:424.453
Hs Code.:

Synonyms:(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

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Chemical Property of (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

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Technology Process of (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

There total 7 articles about (E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-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: 98.0%

: 1424351-63-2
1-[2-hydroxy-4,6-dimethoxy-3-(2-methyl-2H-pyrazol-3-yl)-phenyl]ethanone

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 1424351-68-7
(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

Guidance literature:: With sodium hydroxide; In ethanol; water; at 20 ℃; for 24h;
DOI:10.3109/14756366.2013.873037

Reference yield:

: 621-23-8
1,2,3-trimethoxybenzene

: 1424351-68-7
(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: aluminum (III) chloride / diethyl ether / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 12 h / Reflux

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

3.2: 1 h / Inert atmosphere

4.1: hydrazine hydrate / 0.5 h / 20 °C

5.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

6.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C / Inert atmosphere; Cooling with ice

7.1: sodium hydroxide / ethanol; water / 0.08 h

7.2: 24 h / 20 °C

With aluminum (III) chloride; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; hydrazine hydrate; sodium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; mineral oil; 1.1: |Friedel-Crafts Acylation / 6.1: |Friedel-Crafts Acylation / 7.1: |Claisen-Schmidt Condensation / 7.2: |Claisen-Schmidt Condensation;
DOI:10.1016/j.bmcl.2012.12.094

Reference yield:

: 832-58-6
1-(2,4,6-trimethoxyphenyl)ethanone

: 1424351-68-7
(E)-3-(3,4-dimethoxyphenyl)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)prop-2-en-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 1 h / Inert atmosphere

2.1: hydrazine hydrate / 0.5 h / 20 °C

3.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C / Inert atmosphere; Cooling with ice

5.1: sodium hydroxide / ethanol; water / 0.08 h

5.2: 24 h / 20 °C

With boron trifluoride diethyl etherate; sodium hydride; hydrazine hydrate; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 4.1: |Friedel-Crafts Acylation / 5.1: |Claisen-Schmidt Condensation / 5.2: |Claisen-Schmidt Condensation;
DOI:10.1016/j.bmcl.2012.12.094