N-Benzyl-1H-indole-3-ethylamine

Base Information

• Chemical Name: N-Benzyl-1H-indole-3-ethylamine
• CAS No.: 15741-79-4
• Molecular Formula: C17H18 N2
• Molecular Weight: 250.343
• Hs Code.: 2933990090
• European Community (EC) Number: 239-832-6
• DSSTox Substance ID: DTXSID00166256
• Nikkaji Number: J248.749G
• Wikidata: Q83035473
• ChEMBL ID: CHEMBL1423367
• Mol file: 15741-79-4.mol

Synonyms:15741-79-4;N-Benzyl-1H-indole-3-ethylamine;Benzyl-[2-(1H-indol-3-yl)-ethyl]-amine;N-benzyl-2-(1H-indol-3-yl)ethanamine;n-benzyltryptamine;(2-Indol-3-ylethyl)benzylamine;EINECS 239-832-6;N-benzyl-tryptamine;ChemDiv2_003675;MLS001209111;SCHEMBL830201;CHEMBL1423367;DTXSID00166256;N-Benzyl-1H-indole-3-ethanamine;HMS1379H01;HMS2828J12;CCG-17535;AKOS000301050;benzyl [2-(1h-indol-3-yl)ethyl]amine;benzyl-[2-(1h-indol-3-yl)ethyl]amine;IDI1_002390;NCGC00245365-01;SMR000518528;benzyl-[2-(1 h-indol-3-yl)-ethyl]-amine;n-benzyl-n-(2-(1h-indol-3-yl)ethyl)amine;Z86139945

Chemical Property of N-Benzyl-1H-indole-3-ethylamine

Chemical Property:

• Vapor Pressure: 5.56E-08mmHg at 25°C
• Melting Point: 116-117 °C(Solv: benzene (71-43-2))
• Boiling Point: 441.2°Cat760mmHg
• PKA: 17.19±0.30(Predicted)
• Flash Point: 220.6°C
• PSA: 27.82000
• Density: 1.134g/cm³
• LogP: 3.89110
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 250.146998583
• Heavy Atom Count: 19
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl-[2-(1H-indol-3-yl)-ethyl]-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNCCC2=CNC3=CC=CC=C32

Technology Process of N-Benzyl-1H-indole-3-ethylamine

There total 24 articles about N-Benzyl-1H-indole-3-ethylamine 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: 100.0%

N-benzylidene-2-(1H-indol-3-yl)ethylamine (16979-93-4) → N-benzyl tryptamine (15741-79-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4.5h; Heating;

Reference yield: 98.0%

N-benzoyltryptamine (4753-09-7) → N-benzyl tryptamine (15741-79-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1081/SCC-120017199

Reference yield: 92.0%

2-(3-indole)-ethanol (526-55-6,930395-07-6) + benzylamine (100-46-9) → N-benzyl tryptamine (15741-79-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)diiridium(I) dichloride; potassium carbonate; In toluene; at 110 ℃; for 24h;

DOI:10.1016/j.bmcl.2004.11.050

upstream raw materials:

N-benzyl-2-(1H-indol-3-yl)-2-oxoacetamide

N-benzylidene-2-(1H-indol-3-yl)ethylamine

tryptamine

benzaldehyde

Refernces

• 1、 Heureux, Nicolas,Wouters, Johan,Marko, Istvan E.. "Sequential acid/base-catalyzed polycyclization of tryptamine derivatives. A rapid access to Buechi's ketone". . p. 5245 - 5248. Retrieved 2005.
• 2、 Boumendjel, Ahcene,Nuzillard, Jean-Marc,Massiot, Georges. "Synthesis of ajmalicine derivatives using Wittig-Horner and Knoevenagel reactions". . p. 9033 - 9036. Retrieved 1999.
• 3、 Milcendeau, Pierre,Gandon, Vincent,Guinchard, Xavier. "Gold-Catalyzed Carboamination of Allenes by Tertiary Amines Proceeding with Benzylic Group Migration". . p. 2893 - 2902. Retrieved 2021.
• 4、 Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin. "BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant". supporting information. p. 5205 - 5211. Retrieved 2021/07/29.