1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane

Base Information

• Chemical Name: 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane
• CAS No.: 1408062-26-9
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.435

Synonyms:1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane

Chemical Property of 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane

There total 10 articles about 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane 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: 65.0%

E-1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-benzyloxy-3-methoxyphenyl]ethene (1408062-25-8) → 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane (1408062-26-9) + E-1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethene (1371574-61-6)

Guidance literature:

With cyclohexa-1,4-diene; palladium 10% on activated carbon; In ethanol; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.02.017

Reference yield:

3,5-Dihydroxybenzoic acid (99-10-5) → 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane (1408062-26-9) + E-1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethene (1371574-61-6)

Guidance literature:

Multi-step reaction with 10 steps

1: acetyl chloride / 17 h / Reflux; Inert atmosphere

2: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2.33 h / 0 - 20 °C / Inert atmosphere

3: sodium hydroxide / methanol / 45 °C / Inert atmosphere

4: pyridine / 2 h / 20 °C / Darkness

5: thionyl chloride / 4 h / 110 °C

6: palladium diacetate; N-ethylmorpholine; / 5,5-dimethyl-1,3-cyclohexadiene / 130 °C / Inert atmosphere; Reflux

7: sodium hydroxide; water / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

8: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

9: florisil / toluene / 4 h / 110 °C / Inert atmosphere

10: cyclohexa-1,4-diene; palladium 10% on activated carbon / ethanol / Reflux; Inert atmosphere

With N-ethylmorpholine;; pyridine; florisil; thionyl chloride; cyclohexa-1,4-diene; palladium 10% on activated carbon; water; palladium diacetate; sodium hydride; acetyl chloride; sodium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; N,N-dimethyl-formamide; toluene; mineral oil; 6: |Heck Reaction;

DOI:10.1016/j.ejmech.2013.02.017

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethane (1408062-26-9) + E-1-[5-hydroxy-3-methoxy-2-(3-methyl-2-butenyl)phenyl]-2-[4-hydroxy-3-methoxyphenyl]ethene (1371574-61-6)

Guidance literature:

Multi-step reaction with 9 steps

1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2.33 h / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide / methanol / 45 °C / Inert atmosphere

3: pyridine / 2 h / 20 °C / Darkness

4: thionyl chloride / 4 h / 110 °C

5: palladium diacetate; N-ethylmorpholine; / 5,5-dimethyl-1,3-cyclohexadiene / 130 °C / Inert atmosphere; Reflux

6: sodium hydroxide; water / methanol; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

7: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

8: florisil / toluene / 4 h / 110 °C / Inert atmosphere

9: cyclohexa-1,4-diene; palladium 10% on activated carbon / ethanol / Reflux; Inert atmosphere

With N-ethylmorpholine;; pyridine; florisil; thionyl chloride; cyclohexa-1,4-diene; palladium 10% on activated carbon; water; palladium diacetate; sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; N,N-dimethyl-formamide; toluene; mineral oil; 5: |Heck Reaction;

DOI:10.1016/j.ejmech.2013.02.017

upstream raw materials:

3,5-Dihydroxybenzoic acid

1-carbomethoxy-3,5-dihydroxybenzene

3-hydroxy-5-methoxy-benzoic acid methyl ester

3-methoxy-4-(phenylmethoxy)benzaldehyde

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