2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline

Base Information

• Chemical Name: 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline
• CAS No.: 136008-03-2
• Molecular Formula: C₁₈H₁₆FNO₂
• Molecular Weight: 297.329
• Mol file: 136008-03-2.mol

Synonyms:2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline

Chemical Property of 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline

There total 6 articles about 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline 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: 90.0%

methyl magnesium iodide (917-64-6) + 2-(4-fluorophenyl)-3-hydroxy-4-(methoxycarbonyl)quinoline (136008-01-0) → 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline (136008-03-2)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 25 ℃; for 2h;

DOI:10.1021/jm00114a004

Reference yield:

α-acetoxy-4-fluoroacetophenone (366-78-9) → 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline (136008-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / KOH / ethanol / 12 h / Heating

2: 80 percent / diethyl ether; CH₂Cl₂ / 0.5 h / 0 °C

3: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 25 °C

With potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jm00114a004

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-(4-fluorophenyl)-3-hydroxy-4-(2-hydroxy-2-propyl)quinoline (136008-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / KOH / ethanol / 12 h / Heating

2: 80 percent / diethyl ether; CH₂Cl₂ / 0.5 h / 0 °C

3: 90 percent / tetrahydrofuran; diethyl ether / 2 h / 25 °C

With potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jm00114a004

upstream raw materials:

methyl magnesium iodide

2-(4-fluorophenyl)-3-hydroxy-4-(methoxycarbonyl)quinoline

α-acetoxy-4-fluoroacetophenone

indole-2,3-dione

Downstream raw materials:

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

(4R,6S)-6-[2-(4-Fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-4-hydroxy-tetrahydro-pyran-2-one

(4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-fluoro-phenyl)-4-isopropyl-quinolin-3-yloxymethyl]-tetrahydro-pyran-2-ol

3-[(2S,4R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-ylmethoxy]-2-(4-fluoro-phenyl)-4-isopropyl-quinoline