4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid

Base Information

• Chemical Name: 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid
• CAS No.: 603999-09-3
• Molecular Formula: C₂₁H₁₉FO₅
• Molecular Weight: 370.377

Synonyms:4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid

Chemical Property of 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid

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Technology Process of 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid

There total 3 articles about 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid 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: 25.0%

5-(4-Fluoro-phenyl)-3-oxo-pentanoic acid ethyl ester (498532-06-2) + 4-Carboxybenzaldehyde (619-66-9) → 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid (603999-09-3)

Guidance literature:

With piperidine; In benzene; Heating;

DOI:10.1021/jo050370b

Reference yield:

5-[3-(4-fluorophenyl)propanoyl]-2,2-dimethyl-1,3-dioxane-4,6-dione (603999-08-2) → 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid (603999-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / ethanol / 3 h / Heating

2: 25 percent / piperidine / benzene / Heating

With piperidine; ethanol; In benzene; 2: Knoevenagel reaction;

DOI:10.1021/jo050370b

Reference yield:

3-(4-fluorophenyl)propanoic acid (459-31-4) → 4-[2-(ethoxy)carbonyl-5-(4-fluorophenyl)-3-oxo-1-penten-1-yl]benzoic acid (603999-09-3)

Guidance literature:

Multi-step reaction with 3 steps

1: DMAP; DCC / CH₂Cl₂ / 20 °C

2: 54 percent / ethanol / 3 h / Heating

3: 25 percent / piperidine / benzene / Heating

With piperidine; dmap; ethanol; dicyclohexyl-carbodiimide; In dichloromethane; benzene; 3: Knoevenagel reaction;

DOI:10.1021/jo050370b

upstream raw materials:

5-(4-Fluoro-phenyl)-3-oxo-pentanoic acid ethyl ester

4-Carboxybenzaldehyde

5-[3-(4-fluorophenyl)propanoyl]-2,2-dimethyl-1,3-dioxane-4,6-dione

3-(4-fluorophenyl)propanoic acid

Downstream raw materials:

4-{3-[(ethoxy)carbonyl]-2-[2-(4-fluorophenyl)ethyl]-5-oxo-1,5,8,9-tetrahydro-4H,7H-pyrazolo[1',2':1,2]pyrazolo[3,4-b]pyridin-4-yl}benzoic acid

4-{3-[(ethoxy)carbonyl]-2-[2-(4-fluorophenyl)ethyl]-5-oxo-8,9-dihydro-5H,7H-pyrazolo[1',2':1,2]pyrazolo[3,4-b]pyridin-4-yl}benzoic acid

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