ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Base Information

Chemical Name:ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate
CAS No.:111783-50-7
Molecular Formula:C₂₃H₂₀F₃NO₅
Molecular Weight:447.411
Hs Code.:

Synonyms:ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

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Chemical Property of ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

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Technology Process of ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

There total 6 articles about ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-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%

: 111783-49-4
ethyl 3-(2-tetrahydropyranoxyanilino)-2-(2,3,4,5-tetrahydrofluoro)benzoylacrylate

: 111783-50-7
ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 40 ℃; for 3.5h;
DOI:10.1002/jhet.5570240228

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 111783-50-7
ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / 12N aq.HCl / CH₂Cl₂ / Ambient temperature; overnight

2: 65 percent / 60percent NaH in oil / tetrahydrofuran / 3.5 h / 40 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/jhet.5570240228

Reference yield:

: 1201-31-6
2,3,4,5-tetrafluorobenzoic acid

: 111783-50-7
ethyl 1-(2-tetrahydropyranoxyphenyl)-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂, DMF / 4 h / 80 °C

2: 1.) biquinoline, n-butyllithium / 1.) THF, hexane, -30 to -5 deg C; 2.) THF, -50 deg C, 0.5 h

3: acetic anhydride / 1) 130 deg C, 4 h; 2) 2 h

4: 71 percent / 12N aq.HCl / CH₂Cl₂ / Ambient temperature; overnight

5: 65 percent / 60percent NaH in oil / tetrahydrofuran / 3.5 h / 40 °C

With hydrogenchloride; n-butyllithium; thionyl chloride; biquinoline; acetic anhydride; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/jhet.5570240228