methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

Base Information

Chemical Name:methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate
CAS No.:1569839-16-2
Molecular Formula:C₁₆H₁₃F₃O₄
Molecular Weight:326.272
Hs Code.:

Synonyms:methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

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Chemical Property of methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

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Technology Process of methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

There total 2 articles about methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate 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: 65.0%

: 1248106-81-1
1-[4-(trifluoromethyl)phenyl]butan-2-one

: 22398-14-7
dimethyl (methoxymethylene)malonate

: 1569839-16-2
methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

Guidance literature:: 1-[4-(trifluoromethyl)phenyl]butan-2-one; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 1h; Molecular sieve;

dimethyl (methoxymethylene)malonate; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 22h;

With acetic acid; at 135 ℃; for 16h;
DOI:10.1055/s-0033-1338575

Reference yield:

: 32857-62-8
4-Trifluoromethylphenylacetic acid

: 1569839-16-2
methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 0 - 20 °C

1.2: 15 h / 0 - 20 °C

2.1: sodium hydride / dimethyl sulfoxide; mineral oil / 1 h / 20 °C / Molecular sieve

2.2: 22 h / 20 °C

2.3: 16 h / 135 °C

With oxalyl dichloride; sodium hydride; N,N-dimethyl-formamide; In dichloromethane; dimethyl sulfoxide; mineral oil; 1.2: |Negishi Coupling;
DOI:10.1055/s-0033-1338575

Reference yield: 54.0%

: 1569839-16-2
methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

: 1774-47-6
trimethylsulfoxonium iodide

: C₁₈H₁₇F₃O₄

Guidance literature:: trimethylsulfoxonium iodide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere;

methyl 6-ethyl-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In water; N,N-dimethyl-formamide; mineral oil; at 0 ℃; pH=4; Inert atmosphere;
DOI:10.1016/j.tetlet.2014.01.057