2-(5-Bromo-1H-indol-1-yl)ethanol

Base Information

• Chemical Name: 2-(5-Bromo-1H-indol-1-yl)ethanol
• CAS No.: 148366-28-3
• Molecular Formula: C10H10BrNO
• Molecular Weight: 240.099
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10443146
• Wikidata: Q82260858
• Mol file: 148366-28-3.mol

Synonyms:2-(5-Bromo-1H-indol-1-yl)ethanol;148366-28-3;2-(5-bromoindol-1-yl)ethanol;2-(5-bromo-1H-indol-1-yl)ethan-1-ol;SCHEMBL3046803;1(2-hydroxyethyl)-5-bromoindole;DTXSID10443146;VQBGZOPEJRCONC-UHFFFAOYSA-N;1-(2-Hydroxyethyl)-5-bromoindole;1-(2-hydroxylethyl)-5-bromoindole;YFA36628;MFCD20486677;AM87909;DS-18322;CS-0157646;FT-0725424;N11518;A903864;F1913-0242

Chemical Property of 2-(5-Bromo-1H-indol-1-yl)ethanol

Chemical Property:

• PSA: 25.16000
• LogP: 2.39610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 238.99458
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

99.90% ^*data from raw suppliers

2-(5-Bromo-1H-indol-1-yl)ethanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN2CCO)C=C1Br

Technology Process of 2-(5-Bromo-1H-indol-1-yl)ethanol

There total 8 articles about 2-(5-Bromo-1H-indol-1-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%

→ 1-(2-Hydroxyethyl)-5-bromoindole (148366-28-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

In N,N-dimethyl-formamide; mineral oil; at 80 ℃; for 3h;

Reference yield: 63.0%

5-bromo-1H-indole (10075-50-0) + 2-chloro-ethanol (107-07-3) → 1-(2-Hydroxyethyl)-5-bromoindole (148366-28-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 70 ℃;

DOI:10.1039/c3cc46564k

Reference yield: 51.66%

ethyl 2-(5-bromo-1H-indol-1-yl)acetate (726174-45-4) → 1-(2-Hydroxyethyl)-5-bromoindole (148366-28-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

5-bromo-1H-indole

2-bromoethanol

ethyl 2-(5-bromo-1H-indol-1-yl)acetate

2-Methoxypropene

Downstream raw materials:

N-((9-bromo-3-tosyl-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,7-a]indol-1-yl)methyl)-4-methylbenzenesulfonamide

N-(2-(5-bromo-1H-indol-1-yl)ethyl)-4-methyl-N-((1-tosyl-1H-1,2,3-triazol-4-yl)methyl)benzenesulfonamide

Refernces

• 1、 Li, Peng-Hua,Yang, Song,Hao, Tong-Gang,Xu, Qin,Shi, Min. "Cu(I)-Catalyzed Intramolecular Tandem Cyclization of N-Indole-Tethered Cyclopropenes: Synthesis of Functionalized Hydrogenated Diazabenzo[ a]cyclopenta[ cd]azulene Derivatives". supporting information. . Retrieved 2019/05/07.
• 2、 Yang, Jin-Ming,Zhu, Cheng-Zhi,Tang, Xiang-Ying,Shi, Min. "Rhodium(II)-catalyzed intramolecular annulation of 1-sulfonyl-1,2,3- triazoles with pyrrole and indole rings: Facile synthesis of N-bridgehead azepine skeletons". supporting information. p. 5142 - 5146. Retrieved 2014/05/20.