4-Ethyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 4-Ethyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 154140-71-3
• Molecular Formula: C11H15N
• Molecular Weight: 161.2435
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20594830
• Mol file: 154140-71-3.mol

Synonyms:4-Ethyl-1,2,3,4-tetrahydroisoquinoline;154140-71-3;SCHEMBL17121746;DTXSID20594830;AKOS006242122;MB06169;DB-064020;CS-0296856;EN300-1250801

Chemical Property of 4-Ethyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.0146mmHg at 25°C
• Boiling Point: 257.4°C at 760 mmHg
• Flash Point: 111.1°C
• PSA: 12.03000
• Density: 0.949g/cm³
• LogP: 2.61220
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

4-Ethyl-1,2,3,4-tetrahydroisoquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CNCC2=CC=CC=C12

Technology Process of 4-Ethyl-1,2,3,4-tetrahydroisoquinoline

There total 15 articles about 4-Ethyl-1,2,3,4-tetrahydroisoquinoline 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: 68.0%

(1'R,4R)-4-ethyl-2-(2'-hydroxy-1'-phenylethyl)-1,2,3,4-tetrahydroisoquinoline (503822-44-4) → (R)-4-ethyl-1,2,3,4-tetrahydroisoquinoline (154140-71-3)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 14h; under 760 Torr;

DOI:10.3987/com-02-s(m)42

Reference yield:

(2S,5R)-2-[1-((R)-4-Ethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-methyl-ethyl]-5-methyl-cyclohexanone → (R)-4-ethyl-1,2,3,4-tetrahydroisoquinoline (154140-71-3)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1016/S0040-4020(01)00274-5

Reference yield:

(3R,6R)-6-ethyl-3-phenyl-2,3,6,10b-tetrahydro-5H-oxazolo[2,3-a]isoquinoline (503822-38-6) → (R)-4-ethyl-1,2,3,4-tetrahydroisoquinoline (154140-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NaBH₄ / methanol / 2 h

2: 68 percent / hydrogen; aq. HCl / 10 percent palladium on carbon / methanol / 14 h / 760 Torr

With hydrogenchloride; sodium tetrahydroborate; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.3987/com-02-s(m)42

upstream raw materials:

4-ethylisoquinoline

4-ethenylisoquinoline

4-bromoisoquinoline

(1'R,4R)-4-ethyl-2-(2'-hydroxy-1'-phenylethyl)-1,2,3,4-tetrahydroisoquinoline