2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

Base Information

Chemical Name:2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline
CAS No.:136007-17-5
Molecular Formula:C₁₆H₁₂FNO
Molecular Weight:253.276
Hs Code.:

Synonyms:2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

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Chemical Property of 2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

Chemical Property:

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Technology Process of 2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

There total 10 articles about 2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline 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: 69.0%

: 136008-02-1
2-(4-fluorophenyl)-3-hydroxy-4-(hydroxymethyl)quinoline

: 136007-17-5
2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid; for 24h; under 750.06 Torr;
DOI:10.1021/jm00114a004

Reference yield:

: 136007-11-9
2,3-dichloro-6-(cyclohexylidenefluoromethyl)phenol

: 136007-17-5
2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

2: glacial acetic acid / tetrahydrofuran / 72 h / Heating

3: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

4: 75 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

5: 1N NaOH / ethanol / 1 h / 20 - 25 °C

6: 69 percent / LiAlH₄ / diethyl ether / 2 h / Heating

7: 69 percent / conc. HCl, H₂ / 10percent Pd/c / acetic acid / 24 h / 750.06 Torr

With pyridine; chromium(VI) oxide; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; Celite; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; acetic acid; hydroquinone; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide;
DOI:10.1021/jm00114a004

Reference yield:

: 136007-08-4
2,4-dichloro-6-(cyclohexylcarbonyl)phenol

: 136007-17-5
2-(4-fluorophenyl)-3-hydroxy-4-methylquinoline

Guidance literature:: Multi-step reaction with 8 steps

1: 47 percent / Et₂NSF₃ / toluene / 2 h / 25 °C

2: K₂CO₃, hydroquinone / dimethylsulfoxide / 1 h / 40 °C

3: glacial acetic acid / tetrahydrofuran / 72 h / Heating

4: CrO₃, pyridine, Celite / CH₂Cl₂ / 1 h / 20 - 25 °C

5: 75 percent / glacial acetic acid, tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 4 h / 20 °C

6: 1N NaOH / ethanol / 1 h / 20 - 25 °C

7: 69 percent / LiAlH₄ / diethyl ether / 2 h / Heating

8: 69 percent / conc. HCl, H₂ / 10percent Pd/c / acetic acid / 24 h / 750.06 Torr

With pyridine; chromium(VI) oxide; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; diethylamino-sulfur trifluoride; Celite; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; acetic acid; hydroquinone; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/jm00114a004