N-(3-trifluoromethylphenyl)ethanolamine

Base Information

• Chemical Name: N-(3-trifluoromethylphenyl)ethanolamine
• CAS No.: 402-37-9
• Molecular Formula: C9H10F3NO
• Molecular Weight: 205.18
• DSSTox Substance ID: DTXSID001262883
• Mol file: 402-37-9.mol

Synonyms:N-(3-trifluoromethylphenyl)ethanolamine;402-37-9;SCHEMBL8102983;DTXSID001262883;AKOS000250755;2-[[3-(Trifluoromethyl)phenyl]amino]ethanol;N-(2-hydroxy-ethyl)-3-trifluoromethyl-aniline

Chemical Property of N-(3-trifluoromethylphenyl)ethanolamine

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 205.07144843
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)NCCO)C(F)(F)F

Technology Process of N-(3-trifluoromethylphenyl)ethanolamine

There total 4 articles about N-(3-trifluoromethylphenyl)ethanolamine 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: 51.0%

oxirane (75-21-8,99932-75-9) + 3-trifluoromethylaniline (98-16-8) → 2-{[3-(trifluoromethyl)phenyl]amino}ethan-1-ol (402-37-9) + N,N-bis(2-hydroxyethyl)-3-trifluoromethylaniline (323-79-5)

Guidance literature:

With carbon dioxide; ytterbium(III) triflate; at 55 ℃; for 10h; under 75006 Torr;

DOI:10.1016/S0022-1139(03)00083-6

Reference yield: 50.0%

3-trifluoromethylaniline (98-16-8) + ethylene glycol (107-21-1) → 2-{[3-(trifluoromethyl)phenyl]amino}ethan-1-ol (402-37-9)

Guidance literature:

With palladium on activated charcoal; zinc(II) oxide; In water; at 150 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tet.2017.08.006

Reference yield: 48.0%

m-trifluoromethylphenyl iodide (401-81-0) + ethanolamine (141-43-5) → 2-{[3-(trifluoromethyl)phenyl]amino}ethan-1-ol (402-37-9)

Guidance literature:

With potassium phosphate; copper(l) iodide; ethylene glycol; In isopropyl alcohol; at 150 ℃; for 1.75h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c02207

upstream raw materials:

oxirane

3-trifluoromethylaniline

ethylene glycol

m-trifluoromethylphenyl iodide

Downstream raw materials:

2-heptyl-3-(3-trifluoromethyl-phenyl)-oxazolidine

2-(4-methoxy-phenyl)-3-(3-trifluoromethyl-phenyl)-oxazolidine

2-methyl-3-(3-trifluoromethyl-phenyl)-oxazolidine

N-(2-bromoethyl)-α,α,αtrifluoro-m-toluidine

Refernces

• 1、 Llabres-Campaner, Pedro J.,Ballesteros-Garrido, Rafael,Ballesteros, Rafael,Abarca, Belén. "β-Amino alcohols from anilines and ethylene glycol through heterogeneous Borrowing Hydrogen reaction". supporting information. p. 5552 - 5561. Retrieved 2017/08/22.