methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate

Base Information

• Chemical Name: methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate
• CAS No.: 1596367-95-1
• Molecular Formula: C₂₂H₁₇F₃N₂O₄
• Molecular Weight: 430.383
• Mol file: 1596367-95-1.mol

Synonyms:

Chemical Property of methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate

There total 6 articles about methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate 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:

ethyl 2-[3-fluoro-2-(methoxymethoxy)-6-(trifluoromethyl)phenyl]-2-oxoacetate (1403382-20-6) → methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate (1596367-95-1)

Guidance literature:

Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / dichloromethane; ethanol / 50 °C

2: triethylamine / dichloromethane / 0.75 h / -78 °C / Inert atmosphere

3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water / 1,4-dioxane / 0.25 h / 85 °C

4: sodium hydride / mineral oil; N,N-dimethyl acetamide / 3 h / 110 °C / Inert atmosphere

5: methanol / diethyl ether / 0.5 h / 20 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl acetamide; mineral oil;

Reference yield:

2-fluoro-5-trifluoromethylphenol (141483-15-0) → methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate (1596367-95-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.75 h / 0 °C / Inert atmosphere

2.1: potassium tert-butylate; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 0.75 h / -78 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / dichloromethane; ethanol / 50 °C

4.1: triethylamine / dichloromethane / 0.75 h / -78 °C / Inert atmosphere

5.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water / 1,4-dioxane / 0.25 h / 85 °C

6.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 3 h / 110 °C / Inert atmosphere

7.1: methanol / diethyl ether / 0.5 h / 20 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl acetamide; mineral oil;

Reference yield:

1-fluoro-2-(methoxymethoxy)-4-(trifluoro methyl)benzene (866615-03-4) → methyl 2-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-3-(1H-imidazol-1-yl)-6-(trifluoromethyl)phenyl]-2-oxoacetate (1596367-95-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium tert-butylate; n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 0.75 h / -78 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / dichloromethane; ethanol / 50 °C

3.1: triethylamine / dichloromethane / 0.75 h / -78 °C / Inert atmosphere

4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water / 1,4-dioxane / 0.25 h / 85 °C

5.1: sodium hydride / mineral oil; N,N-dimethyl acetamide / 3 h / 110 °C / Inert atmosphere

6.1: methanol / diethyl ether / 0.5 h / 20 °C

With methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; water; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; N,N-dimethyl acetamide; mineral oil;

upstream raw materials:

2-fluoro-5-trifluoromethylphenol

1-fluoro-2-(methoxymethoxy)-4-(trifluoro methyl)benzene

ethyl 2-[3-fluoro-2-(methoxymethoxy)-6-(trifluoromethyl)phenyl]-2-oxoacetate

ethyl 2-[3-fluoro-2-hydroxy-6-(trifluoromethyl)phenyl]-2-oxoacetate