2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline

Base Information

• Chemical Name: 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline
• CAS No.: 66876-12-8
• Molecular Formula: C₁₈H₁₉NO
• Molecular Weight: 265.355
• Mol file: 66876-12-8.mol

Synonyms:2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline

Chemical Property of 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline

There total 3 articles about 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline 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: 42.0%

C18H19NO → 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline (66876-12-8)

Guidance literature:

With tetrafluoroboric acid diethyl ether; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; In toluene; at 100 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/om501253v

Reference yield:

7-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline (1810-74-8) → 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline (66876-12-8)

Guidance literature:

Reference yield:

iodobenzene (591-50-4) + N-(2-methyl-3-butyn-2-yl)-3-methoxyaniline → 2,2-dimethyl-7-methoxy-4-phenyl dihydroquinoline (66876-12-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere; Schlenk technique

2: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; tetrafluoroboric acid diethyl ether / toluene / 24 h / 100 °C / Inert atmosphere; Schlenk technique

With tetrafluoroboric acid diethyl ether; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1021/om501253v

upstream raw materials:

7-methoxy-2,2,4-trimethyl-1,2-dihydroquinoline

iodobenzene

Downstream raw materials:

2,2-dimethyl-7-methoxy-4-phenyl tetrahydroquinoline