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

Base Information

Chemical Name:methyl 6-(2-furyl)-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate
CAS No.:1569839-56-0
Molecular Formula:C₁₈H₁₁F₃O₅
Molecular Weight:364.278
Hs Code.:

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

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

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

There total 2 articles about methyl 6-(2-furyl)-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: 75.0%

: 1460193-71-8
1-(furan-2-yl)-2-(4-(trifluoromethyl)phenyl)ethan-1-one

: 22398-14-7
dimethyl (methoxymethylene)malonate

: 1569839-56-0
methyl 6-(2-furyl)-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

Guidance literature:: 1-(furan-2-yl)-2-(4-(trifluoromethyl)phenyl)ethan-1-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h; Molecular sieve;

dimethyl (methoxymethylene)malonate; In tetrahydrofuran; at 0 - 20 ℃; for 19h;

With acetic acid; at 135 ℃; for 24h;
DOI:10.1055/s-0033-1338575

Reference yield:

: 32857-62-8
4-Trifluoromethylphenylacetic acid

: 1569839-56-0
methyl 6-(2-furyl)-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide / 3.5 h / -10 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Molecular sieve

2.2: 19 h / 0 - 20 °C

2.3: 24 h / 135 °C

With sodium hexamethyldisilazane; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-0033-1338575

Reference yield: 56.0%

: 1569839-56-0
methyl 6-(2-furyl)-2-oxo-5-[4-(trifluoromethyl)phenyl]-2H-pyran-3-carboxylate

: 1774-47-6
trimethylsulfoxonium iodide

: C₂₀H₁₅F₃O₅

: C₂₀H₁₅F₃O₅

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

methyl 6-(2-furyl)-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