4,4,4-Trifluoro-3-(3-indolyl)butyric acid

Base Information

• Chemical Name: 4,4,4-Trifluoro-3-(3-indolyl)butyric acid
• CAS No.: 153233-36-4
• Molecular Formula: C₁₂H₁₀F₃NO₂
• Molecular Weight: 257.212
• Mol file: 153233-36-4.mol

Synonyms:4,4,4-Trifluoro-3-(indole-3-)-butyric acid;

Chemical Property of 4,4,4-Trifluoro-3-(3-indolyl)butyric acid

Chemical Property:

• Vapor Pressure: 1.23E-06mmHg at 25°C
• Melting Point: approximate 119℃
• Refractive Index: 1.575
• Boiling Point: 385.575 °C at 760 mmHg
• PKA: 4.10±0.10(Predicted)
• Flash Point: 186.989 °C
• PSA: 53.09000
• Density: 1.433 g/cm³
• LogP: 3.28850
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4,4,4-Trifluoro-3-(1H-indol-3-yl)butanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Use Description: 4,4,4-Trifluoro-3-(3-indolyl)butyric acid, a chemical compound, has applications in various fields. In the pharmaceutical industry, it serves as a valuable intermediate in the synthesis of pharmaceutical compounds, particularly those involving indole derivatives. Its unique chemical structure makes it essential in the development of medications targeting a range of medical conditions, including neurological and psychiatric disorders. In the field of organic chemistry, this compound can play a critical role as a building block for the creation of complex organic molecules, facilitating the synthesis of a wide array of organic compounds. Additionally, it may find use in the field of agricultural chemistry as an ingredient in the formulation of plant growth regulators, contributing to crop management and improving crop yield. Its precise role and significance can vary depending on specific research or industrial requirements within each field, underscoring its potential versatility and importance in diverse scientific and industrial applications.

Technology Process of 4,4,4-Trifluoro-3-(3-indolyl)butyric acid

There total 6 articles about 4,4,4-Trifluoro-3-(3-indolyl)butyric acid 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: 94.0%

(R)-ethyl 4,4,4-trifluoro-3-(1H-indol-3-yl)butanoate (151636-96-3) → (R)-4,4,4-trifluoro-3-(1H-indol-3-yl)butanoic acid (153233-36-4)

Guidance literature:

(R)-ethyl 4,4,4-trifluoro-3-(1H-indol-3-yl)butanoate; With sodium hydroxide; In tetrahydrofuran; ethanol; for 4h; Reflux;

With hydrogenchloride; In tetrahydrofuran; ethanol; water; at 20 ℃; pH=1;

DOI:10.1021/jo1024333

Reference yield: 61.0%

diethyl 1-(indol-3-yl)-2,2,2-trifluoroethylmalonate (153233-39-7) → 4,4,4-trifluoro-3-(indole-3-)butyric acid (153233-36-4)

Guidance literature:

With potassium carbonate; In methanol; water; Heating;

DOI:10.1016/S0040-4020(00)00154-X

Reference yield:

(E)-4,4,4-trifluoro-3-(1H-indol-3-yl)but-2-enoic acid → (R)-4,4,4-trifluoro-3-(1H-indol-3-yl)butanoic acid (153233-36-4)

Guidance literature:

With morpholine; bis(1,5-cyclooctadiene)rhodium(I) hexafluorophosphate; C₂₄H₂₁O₃P; triphenylphosphine; In chloroform; water; at 20 ℃; for 16h; under 15201 Torr; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201307903

upstream raw materials:

diethyl 1-(indol-3-yl)-2,2,2-trifluoroethylmalonate

2,2,2-trifluoro-1-(indol-3-yl)ethanol

indole

diethyl (R)-2-(2,2,2-trifluoro-1-(1H-indol-3-yl)ethyl)malonate

Downstream raw materials:

(1S,4S)-4-(trifluoromethyl)-2,3,4,9-tetrahydro-1-phenyl-1H-pyrido[3,4-b]indole

Refernces

• 1、 Dong, Kaiwu,Li, Yang,Wang, Zheng,Ding, Kuiling. "Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands". supporting information. p. 14191 - 14195. Retrieved 2014/01/06.
• 2、 Médebielle, Maurice,Fujii, Shozo,Kato, Katsuya. "An electrochemical approach for the synthesis of perfluoroalkylated purine and indole analogues of plant growth regulators". . p. 2655 - 2664. Retrieved 2007/10/03.