6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 1338560-95-4
• Molecular Formula: C₂₄H₁₈FNO₄
• Molecular Weight: 403.41
• Mol file: 1338560-95-4.mol

Synonyms:6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property of 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 9 articles about 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 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:

C24H17F2NO3 (1338561-40-2) → 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (1338560-95-4)

Guidance literature:

C₂₄H₁₇F₂NO₃; With sodium hydroxide; In 1,4-dioxane; at 80 ℃;

With hydrogenchloride; In 1,4-dioxane; water; pH=2; Cooling with ice;

DOI:10.1016/j.bmc.2011.07.037

Reference yield:

o-fluorobenzyl bromide (446-48-0) → 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (1338560-95-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: chloro-trimethyl-silane; ethylene dibromide; zinc / tetrahydrofuran / 1 h / 60 °C / Inert atmosphere

1.2: 60 °C / Inert atmosphere; Reflux

2.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 50 °C

2.2: pH 2 / Cooling with ice

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

3.2: 60 °C

3.3: pH 6 - 7

4.1: tetrahydrofuran / 3 h / 50 °C

5.1: tetrahydrofuran / 60 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 90 °C

7.1: lithium hydroxide / 1,4-dioxane; water / 3 h / 50 °C

7.2: pH 2 / Cooling with ice

8.1: sodium hydroxide / 1,4-dioxane / 80 °C

8.2: pH 2 / Cooling with ice

With chloro-trimethyl-silane; 1,8-diazabicyclo[5.4.0]undec-7-ene; ethylene dibromide; 1,1'-carbonyldiimidazole; sodium hydroxide; lithium hydroxide; zinc; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.07.037

Reference yield:

C15H11F3O2 (1338561-03-7) → 6-(2-fluorobenzyl)-1-benzyl-5-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (1338560-95-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 3 h / 50 °C

1.2: pH 2 / Cooling with ice

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 2 h / 20 °C

2.2: 60 °C

2.3: pH 6 - 7

3.1: tetrahydrofuran / 3 h / 50 °C

4.1: tetrahydrofuran / 60 °C

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 90 °C

6.1: lithium hydroxide / 1,4-dioxane; water / 3 h / 50 °C

6.2: pH 2 / Cooling with ice

7.1: sodium hydroxide / 1,4-dioxane / 80 °C

7.2: pH 2 / Cooling with ice

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.07.037

upstream raw materials:

o-fluorobenzyl bromide

C₁₅H₁₁F₃O₂

C₁₄H₉F₃O₂

C₁₇H₁₃F₃O₃