2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone

Base Information

• Chemical Name: 2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone
• CAS No.: 59050-39-4
• Molecular Formula: C₁₇H₁₂F₃NO
• Molecular Weight: 303.284
• DSSTox Substance ID: DTXSID301189729
• Mol file: 59050-39-4.mol

Synonyms:59050-39-4;DTXSID301189729;2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone;2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethan-1-one

Chemical Property of 2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 303.08709849
• Heavy Atom Count: 22
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=C1C3=CC=CC=C3)C(=O)C(F)(F)F

Technology Process of 2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone

There total 4 articles about 2,2,2-Trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethanone 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: 52.0%

1-methyl-2-phenyl-1H-indole (3558-24-5) + trifluoroacetic acid (76-05-1) → 2,2,2-trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethan-1-one (59050-39-4)

Guidance literature:

In 1,2-dichloro-ethane; at 100 ℃;

DOI:10.1021/acs.joc.6b00580

Reference yield:

2-phenyl-indole (948-65-2) → 2,2,2-trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethan-1-one (59050-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 - 20 °C

1.2: 0 - 20 °C

2.1: N,N-dimethyl-formamide

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.orglett.6b02698

Reference yield:

1-methyl-2-phenyl-1H-indole (3558-24-5) + trifluoroacetic anhydride (407-25-0) → 2,2,2-trifluoro-1-(1-methyl-2-phenyl-1H-indol-3-yl)ethan-1-one (59050-39-4)

Guidance literature:

In N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.6b02698

upstream raw materials:

1-methyl-2-phenyl-1H-indole

trifluoroacetic acid

trifluoroacetic anhydride

2-phenyl-indole