2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol

Base Information

• Chemical Name: 2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol
• CAS No.: 116757-85-8
• Molecular Formula: C10H8F3NO
• Molecular Weight: 215.17200
• DSSTox Substance ID: DTXSID501276281
• Nikkaji Number: J729.857I
• Mol file: 116757-85-8.mol

Synonyms:116757-85-8;2,2,2-trifluoro-1-(1H-indol-3-yl)ethan-1-ol;2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol;2,2,2-trifluoro-1-(1H-indol-3-yl)-1-ethanol;SCHEMBL8388628;DTXSID501276281;MFCD02187478;AKOS015993197;alpha-(Trifluoromethyl)-1H-indole-3-methanol;EN300-75985;6R-1060

Chemical Property of 2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol

Chemical Property:

• PSA: 36.02000
• LogP: 2.76360
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 215.05579836
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

2,2,2-Trifluoro-1-(1H-indol-3-yl)ethan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C(C(F)(F)F)O

Technology Process of 2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol

There total 14 articles about 2,2,2-Trifluoro-1-(1H-indol-3-yl)ethanol 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: 98.0%

2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone (14618-45-2) → 2,2,2-trifluoro-1-(indol-3-yl)ethanol (116757-85-8)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 - 30 ℃;

DOI:10.1002/ejoc.201403013

Reference yield: 88.0%

indole (120-72-9) + 2,2,2-Trifluoroacetaldehyde (75-90-1) → 2,2,2-trifluoro-1-(indol-3-yl)ethanol (116757-85-8)

Guidance literature:

With copper(I) bromide; In tert-butyl alcohol; at 140 ℃; for 12h;

DOI:10.1021/acs.orglett.6b02274

Reference yield: 87.0%

indole (120-72-9) + 2,2,2-trifluoro-1-methoxy-ethanol (431-46-9) → 2,2,2-trifluoro-1-(indol-3-yl)ethanol (116757-85-8)

Guidance literature:

With (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; In toluene; at 80 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Molecular sieve;

DOI:10.1002/adsc.200800239

upstream raw materials:

indole

ethyl trifluoroacetaldehyde hemiacetal

2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone

2,2,2-trifluoro-1-(methylamino)ethanol

Downstream raw materials:

4,4,4-trifluoro-3-(indole-3-)butyric acid

2,2,2-trifluoro-1-(1H-indol-3-yl)ethanone