2,3,3-Trimethyl-6-(trifluoromethyl)-3H-indole

Base Information

• Chemical Name: 2,3,3-Trimethyl-6-(trifluoromethyl)-3H-indole
• CAS No.: 81558-23-8
• Molecular Formula: C₁₂H₁₂F₃N
• Molecular Weight: 227.229
• Mol file: 81558-23-8.mol

Synonyms:

Chemical Property of 2,3,3-Trimethyl-6-(trifluoromethyl)-3H-indole

Chemical Property:

• Boiling Point: 249℃
• Flash Point: 104℃
• Density: 1.19

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,3-Trimethyl-6-(trifluoromethyl)-3H-indole

There total 4 articles about 2,3,3-Trimethyl-6-(trifluoromethyl)-3H-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: 64.0%

2-(2-methoxy-4-(trifluoromethyl)phenyl)-2-methylpropanenitrile + methyllithium (917-54-4) → 2,3,3-trimethyl-6-trifluoromethylindolenine (81558-23-8)

Guidance literature:

In diethyl ether; toluene; at -78 - 100 ℃; for 4h; Sealed tube;

DOI:10.1021/acs.orglett.9b00489

Reference yield:

2-fluoro-5-trifluoromethylphenol (141483-15-0) → 2,3,3-trimethyl-6-trifluoromethylindolenine (81558-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 - 20 °C

1.2: 1 h / 0 - 60 °C

2.1: potassium hexamethylsilazane / toluene / 16 h / 75 °C

3.1: toluene; diethyl ether / 4 h / -78 - 100 °C / Sealed tube

With potassium hexamethylsilazane; sodium hydride; In tetrahydrofuran; diethyl ether; toluene; mineral oil;

DOI:10.1021/acs.orglett.9b00489

Reference yield:

1-fluoro-2-methoxy-4-(trifluoromethyl)benzene (261951-78-4) → 2,3,3-trimethyl-6-trifluoromethylindolenine (81558-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hexamethylsilazane / toluene / 16 h / 75 °C

2: toluene; diethyl ether / 4 h / -78 - 100 °C / Sealed tube

With potassium hexamethylsilazane; In diethyl ether; toluene;

DOI:10.1021/acs.orglett.9b00489

upstream raw materials:

3-methyl-butan-2-one

3-(trifluoromethyl)phenylhydrazine hydrochloride

2-fluoro-5-trifluoromethylphenol

1-fluoro-2-methoxy-4-(trifluoromethyl)benzene

Refernces

• 1、 Troitskaya, V. I.,Oksengendler, I. G.,Pazenok, S. V.,Lyubich, M. S.,Larina, S. M.,Yagupol'skii, L. M.. "CYANINE DYES FROM DERIVATIVES OF 4-, 5-, and 6-TRIFLUOROMETHYLINDOLENINES". . p. 39 - 43. Retrieved 2007/10/02.