(2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one

Base Information

• Chemical Name: (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one
• CAS No.: 1374842-01-9
• Molecular Formula: C₂₁H₂₀BrClO₆
• Molecular Weight: 483.743

Synonyms:(2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one

Chemical Property of (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one

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Technology Process of (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one

There total 3 articles about (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-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: 62.0%

(Z)-3-chloro-3-(3,4-dimethoxyphenyl)acrylaldehyde (1036272-02-2) + 1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone (18064-89-6) → (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one (1374842-01-9)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 0.0833333h;

DOI:10.2174/157018011796576051

Reference yield:

1,2,3-trimethoxybenzene (621-23-8) → (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one (1374842-01-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / diethyl ether

2: bromine; acetic acid / 1 h / 20 °C

3: sodium hydroxide / ethanol; water / 0.08 h

With aluminum (III) chloride; bromine; acetic acid; sodium hydroxide; In diethyl ether; ethanol; water; 3: Claisen Schmidt condensation;

DOI:10.2174/157018011796576051

Reference yield:

1-(3,4-dimethoxyphenyl)ethanone (1131-62-0) → (2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(3,4-dimethoxyphenyl)penta-2,4-dien-1-one (1374842-01-9)

Guidance literature:

Multi-step reaction with 2 steps

2.1: sodium hydroxide / ethanol; water / 0.08 h

2.2: 20 °C

With sodium hydroxide; In ethanol; water; 1.1: Vilsmeier formylation / 2.1: Claisen-Schmidt condensation;

DOI:10.2174/157018011796576051

upstream raw materials:

(Z)-3-chloro-3-(3,4-dimethoxyphenyl)acrylaldehyde

1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)ethanone

1,2,3-trimethoxybenzene

1-(3,4-dimethoxyphenyl)ethanone

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