methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate

Base Information

• Chemical Name: methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate
• CAS No.: 459174-06-2
• Molecular Formula: C₁₄H₁₃FO₃
• Molecular Weight: 248.254
• Mol file: 459174-06-2.mol

Synonyms:methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate

Chemical Property of methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate

There total 7 articles about methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate 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:

methanol (67-56-1) + carbon monoxide (201230-82-2) + 3-bromo-2-(4-fluorophenyl)-2-cyclohexen-1-one (459174-29-9) → methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate (459174-06-2)

Guidance literature:

With tributyl-amine; 5percent Pd/C; In N,N-dimethyl acetamide; at 60 ℃; for 12h; under 517.162 Torr;

DOI:10.1021/jo025883m

Reference yield:

3-ethoxy-2-(4-fluorophenyl)-cyclohexen-1-one (459174-24-4) → methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate (459174-06-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / PBr₃ / CH₂Cl₂ / 1 h / Heating

2: n-tributylamine / 5percent Pd/C / N,N-dimethyl-acetamide / 12 h / 60 °C / 517.16 Torr

With tributyl-amine; phosphorus tribromide; 5percent Pd/C; In dichloromethane; N,N-dimethyl acetamide;

DOI:10.1021/jo025883m

Reference yield:

1-Chloro-4-fluorobenzene (352-33-0) → methyl 2-(4-fluorophenyl)-3-oxo-1-cyclohex-1-enecarboxylate (459174-06-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / potassium phosphate; palladium(II) acetate; 2-(di-tert-butylphosphino)biphenyl / dioxane / 12 h / Heating

2: phosphorus oxybromide; disodium hydrogenphosphate / acetonitrile / 1 h / 65 °C

3: n-tributylamine / 5percent Pd/C / N,N-dimethyl-acetamide / 12 h / 60 °C / 517.16 Torr

With potassium phosphate; disodium hydrogenphosphate; tributyl-amine; palladium diacetate; johnphos; phosphorus(V) oxybromide; 5percent Pd/C; In 1,4-dioxane; N,N-dimethyl acetamide; acetonitrile;

DOI:10.1021/jo025883m

upstream raw materials:

methanol

carbon monoxide

3-bromo-2-(4-fluorophenyl)-2-cyclohexen-1-one

3-ethoxy-2-(4-fluorophenyl)-cyclohexen-1-one