1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline

Base Information

• Chemical Name: 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline
• CAS No.: 852806-58-7
• Molecular Formula: C₁₆H₁₃F₂NO
• Molecular Weight: 273.282
• Mol file: 852806-58-7.mol

Synonyms:1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline

Chemical Property of 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline

There total 2 articles about 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline 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: 68.0%

1-benzyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (836620-00-9) → 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline (852806-58-7)

Guidance literature:

With sodium tetrahydroborate; toluene-4-sulfonic acid; In methanol; at 65 ℃; for 1h;

DOI:10.1021/jm040204g

Reference yield:

ethyl 1-benzyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (214602-13-8) → 1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline (852806-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / aq. H₂SO₄; acetic acid / 0.5 h / Heating

2: 68 percent / NaBH₄; p-toluenesulfonic acid monohydrate / methanol / 1 h / 65 °C

With sodium tetrahydroborate; sulfuric acid; toluene-4-sulfonic acid; acetic acid; In methanol;

DOI:10.1021/jm040204g

Reference yield: 60.0%

1-benzyl-6,7-difluoro-1,2,3,4-tetrahydro-4-oxoquinoline (852806-58-7) + ethylene glycol (107-21-1) → 1-benzyl-4,4-ethylenedioxo-6,7-difluoro-1,2,3,4-tetrahydroquinoline (852806-59-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 48h; Heating;

DOI:10.1021/jm040204g

upstream raw materials:

1-benzyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

ethyl 1-benzyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

Downstream raw materials:

1-benzyl-4,4-ethylenedioxo-6,7-difluoro-1,2,3,4-tetrahydroquinoline