N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine

Base Information

• Chemical Name: N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine
• CAS No.: 60676-77-9
• Molecular Formula: C16H20N2
• Molecular Weight: 240.34
• Mol file: 60676-77-9.mol

Synonyms:N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine;1H-Indole-3-ethanaMine, N,N-di-2-propen-1-yl-

Chemical Property of N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine

Chemical Property:

• PSA: 19.03000
• LogP: 3.38440

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine

There total 9 articles about N-(2-(1H-indole-3-yl) ethyl)-N-allylprop-2-en-1-aMine 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: 59.0%

3-(2-bromoethyl)-1H-indole (3389-21-7) + diallylamine (124-02-7) → N,N-diallyltryptamine (60676-77-9)

Guidance literature:

With potassium carbonate; In acetonitrile; for 16h; Reflux; Inert atmosphere;

DOI:10.1039/c2cc17704h

Reference yield:

N,N-diallyl-2-(1H-indol-3-yl)-2-oxoacetamide (1174656-44-0) → N,N-diallyltryptamine (60676-77-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 150 ℃; for 0.0833333h; under 14480.5 Torr; Microwave irradiation; Sealed tube;

DOI:10.1016/j.bmcl.2015.12.053

Reference yield:

indole-3-acetic acid (87-51-4) → N,N-diallyltryptamine (60676-77-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / EDCI / CH₂Cl₂ / 19 h / 0 - 20 °C

2: LiAlH₄

With lithium aluminium tetrahydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;

DOI:10.1021/jo061032t

upstream raw materials:

3-(2-bromoethyl)-1H-indole

diallylamine

N,N-diallyl-2-(1H-indol-3-yl)acetamide

indole-3-acetic acid

Refernces

• 1、 Cozzi, Nicholas V.,Daley, Paul F.. "Receptor binding profiles and quantitative structure-affinity relationships of some 5-substituted-N,N-diallyltryptamines". . p. 959 - 964. Retrieved 2016/05/24.
• 2、 Deiters, Alexander,Pettersson, Martin,Martin, Stephen F.. "General strategy for the syntheses of corynanthe, tacaman, and oxindole alkaloids". . p. 6547 - 6561. Retrieved 2007/10/03.