diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate

Base Information

• Chemical Name: diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate
• CAS No.: 1454305-52-2
• Molecular Formula: C₁₉H₂₁BrF₃O₄P
• Molecular Weight: 481.246

Synonyms:diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate

Chemical Property of diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate

Chemical Property:

Purity/Quality:

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Technology Process of diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate

There total 3 articles about diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate 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: 68.0%

1,4-bis(bromomethyl)benzene (623-24-5) + diethyl 2-hydroxy-3-(trifluoromethyl)phenylphosphonate (1454305-47-5) → diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate (1454305-52-2)

Guidance literature:

diethyl 2-hydroxy-3-(trifluoromethyl)phenylphosphonate; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 1h; Inert atmosphere;

1,4-bis(bromomethyl)benzene; In N,N-dimethyl-formamide; at 60 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201300763

Reference yield:

2-(trifluoromethyl)phenol (444-30-4) → diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate (1454305-52-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / tetrachloromethane / 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere

3.2: 18 h / 60 °C / Inert atmosphere

With potassium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; 2.1: |Fries Phenol Ester Rearrangement;

DOI:10.1002/chem.201300763

Reference yield:

diethyl 2-(trifluoromethyl)phenyl phosphate (1454305-45-3) → diethyl (2-((4-(bromomethyl)benzyl)oxy)-3-(trifluoromethyl)phenyl)phosphonate (1454305-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere

2.2: 18 h / 60 °C / Inert atmosphere

With potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: |Fries Phenol Ester Rearrangement;

DOI:10.1002/chem.201300763

upstream raw materials:

2-(trifluoromethyl)phenol

1,4-bis(bromomethyl)benzene

diethyl 2-hydroxy-3-(trifluoromethyl)phenylphosphonate

diethyl 2-(trifluoromethyl)phenyl phosphate

Downstream raw materials:

tris-tert-butyl 2,2’,2’’-(10-(4-((2-(diethoxyphosphoryl)-6-(trifluoromethyl)-phenoxy)methyl)benzyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

Eu⁽³⁺⁾*C₂₉H₃₅F₃N₄O₁₀P^(3-)

Gd⁽³⁺⁾*C₂₉H₃₅F₃N₄O₁₀P^(3-)

Tb⁽³⁺⁾*C₂₉H₃₅F₃N₄O₁₀P^(3-)

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