2-benzyl-1-methyl-3-phenyl-1H-indole

Base Information

• Chemical Name: 2-benzyl-1-methyl-3-phenyl-1H-indole
• CAS No.: 67134-56-9
• Molecular Formula: C₂₂H₁₉N
• Molecular Weight: 297.4
• Mol file: 67134-56-9.mol

Synonyms:2-benzyl-1-methyl-3-phenyl-1H-indole

Chemical Property of 2-benzyl-1-methyl-3-phenyl-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 2-benzyl-1-methyl-3-phenyl-1H-indole

There total 9 articles about 2-benzyl-1-methyl-3-phenyl-1H-indole 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: 92.0%

N-methyl-2-(phenyl(tosyl)methyl)aniline + phenylacetylene (536-74-3) → 2-benzyl-1-methyl-3-phenyl-1H-indole (67134-56-9)

Guidance literature:

With copper(l) iodide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chlorobenzene; at 120 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c03402

Reference yield: 45.0%

N,N-dimethyl-N-(1,3-diphenyl-2-propynyl)amine (87143-88-2) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-benzyl-1-methyl-3-phenyl-1H-indole (67134-56-9)

Guidance literature:

With cesium fluoride; In acetonitrile; at 100 ℃; for 12h; Sealed tube;

DOI:10.1002/chem.202004356

Reference yield:

quinoline (91-22-5) → 2-benzyl-1-methyl-3-phenyl-1H-indole (67134-56-9)

Guidance literature:

Multi-step reaction with 5 steps

1: toluene / 1 h / 20 °C / Inert atmosphere; Reflux

2: dihydrogen peroxide; water; potassium hydroxide / 1,2-dichloro-ethane / 48 h / 0 - 20 °C / Inert atmosphere

3: tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

4: dichloromethane / 16 h / Inert atmosphere; Reflux

5: copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; caesium carbonate / chlorobenzene / 120 °C / Inert atmosphere; Schlenk technique

With copper(l) iodide; water; dihydrogen peroxide; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hydroxide; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; chlorobenzene; toluene;

DOI:10.1021/acs.orglett.1c03402

upstream raw materials:

acetic acid

1-Methyl-1-phenylhydrazine

1,3-Diphenylpropanone

N,N-dimethyl-N-(1,3-diphenyl-2-propynyl)amine

Refernces

• 1、 Yan, Xu,Liu, Chun-Fang,An, Xian-Tao,Ge, Xiao-Min,Zhang, Qing,Pang, Lin-Han,Bao, Xu,Fan, Chun-An. "Copper-Catalyzed (4+1) Cascade Annulation of Terminal Alkynes with 2-(Tosylmethyl)anilines: Synthesis of 2,3-Disubstituted Indoles". . p. 8905 - 8909. Retrieved 2021/11/24.