(E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene

Base Information

• Chemical Name: (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene
• CAS No.: 1601462-22-9
• Molecular Formula: C₂₆H₂₀F₆O₃
• Molecular Weight: 494.433
• Mol file: 1601462-22-9.mol

Synonyms:

Chemical Property of (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene

There total 4 articles about (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene 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:

1-[(tert-butyldiphenylsilyl)oxy]-2,5-bis(bromomethyl)benzene (911381-81-2) → (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene (1601462-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 16 h / 150 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / -10 °C / Inert atmosphere

2.2: 16 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With potassium tert-butylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; 1.1: |Arbuzov Reaction / 2.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.bmc.2014.02.054

Reference yield:

2-[(tert-butyldiphenylsilyl)oxy]-1,4-dimethylphenol (911381-80-1) → (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene (1601462-22-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 16 h / Inert atmosphere; Reflux

2.1: 16 h / 150 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / -10 °C / Inert atmosphere

3.2: 16 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With N-Bromosuccinimide; potassium tert-butylate; tetrabutyl ammonium fluoride; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; 2.1: |Arbuzov Reaction / 3.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.bmc.2014.02.054

Reference yield:

2,5-Dimethylphenol (95-87-4) → (E,E)-1-hydroxy-2,5-bis(3-trifluoromethyl-4-methoxy)styrylbenzene (1601462-22-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 22 h / Inert atmosphere

2.1: dibenzoyl peroxide; N-Bromosuccinimide / tetrachloromethane / 16 h / Inert atmosphere; Reflux

3.1: 16 h / 150 °C / Inert atmosphere

4.1: potassium tert-butylate / tetrahydrofuran / 0.33 h / -10 °C / Inert atmosphere

4.2: 16 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; N-Bromosuccinimide; potassium tert-butylate; tetrabutyl ammonium fluoride; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; 3.1: |Arbuzov Reaction / 4.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1016/j.bmc.2014.02.054

upstream raw materials:

1-[(tert-butyldiphenylsilyl)oxy]-2,5-bis(bromomethyl)benzene

2-[(tert-butyldiphenylsilyl)oxy]-1,4-dimethylphenol

2,5-Dimethylphenol

3-(trifluoromethyl)-4-methoxybenzaldehyde