3,4-dihydro-3-phenylisoquinoline

Base Information

• Chemical Name: 3,4-dihydro-3-phenylisoquinoline
• CAS No.: 135365-20-7
• Molecular Formula: C₁₅H₁₃N
• Molecular Weight: 207.275
• Mol file: 135365-20-7.mol

Synonyms:3,4-dihydro-3-phenylisoquinoline

Chemical Property of 3,4-dihydro-3-phenylisoquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dihydro-3-phenylisoquinoline

There total 6 articles about 3,4-dihydro-3-phenylisoquinoline 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: 72.0%

oxalyl dichloride (79-37-8) + N-(1,2-diphenylethyl)formamide (93172-46-4) → 3,4-dihydro-3-phenylisoquinoline (135365-20-7)

Guidance literature:

other (phenylethyl)amides; multistep reaction: cyclization to 3,4-dihydroisoquinolines;

DOI:10.1021/jo00021a014

Reference yield:

5-Phenyl-6,10b-dihydro-5H-oxazolo[2,3-a]isoquinoline-2,3-dione (135365-08-1) → 3,4-dihydro-3-phenylisoquinoline (135365-20-7)

Guidance literature:

With sulfuric acid; In methanol; Yield given; Heating;

DOI:10.1021/jo00021a014

Reference yield:

(R,S)-1,2-diphenylethylamine (25611-78-3) → 3,4-dihydro-3-phenylisoquinoline (135365-20-7)

Guidance literature:

Multi-step reaction with 4 steps

2: CH₂Cl₂ / 0.5 h / Ambient temperature

3: FeCl₃ / CH₂Cl₂ / -10 deg C to rt

4: conc. H₂SO₄ / methanol / Heating

With sulfuric acid; iron(III) chloride; In methanol; dichloromethane;

DOI:10.1021/jo00021a014

upstream raw materials:

oxalyl dichloride

N-(1,2-diphenylethyl)formamide

3-phenyl-1,2,3,4-tetrahydroisoquinoline

5-Phenyl-6,10b-dihydro-5H-oxazolo[2,3-a]isoquinoline-2,3-dione

Downstream raw materials:

3-phenyl-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Larsen, Robert D.,Reamer, Robert A.,Corley, Edward G.,Davis, Paul,Grabowski, Edward J. J.,et al.. "A Modified Bischler-Napieralski Procedure for the Synthesis of 3-Aryl-3,4-dihydroisoquinolines". . p. 6034 - 6038. Retrieved 2007/10/02.