3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone

Base Information

• Chemical Name: 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone
• CAS No.: 861369-89-3
• Molecular Formula: C₁₈H₁₉NO
• Molecular Weight: 265.355
• Mol file: 861369-89-3.mol

Synonyms:3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone

Chemical Property of 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone

There total 5 articles about 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone 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%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 3-chloropropiophenone (936-59-4) → 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone (861369-89-3)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/jm0309349

Reference yield: 66.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + phenyl propargyl ketone (3623-15-2) → 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone (861369-89-3)

Guidance literature:

1,2,3,4-tetrahydroisoquinoline; phenyl propargyl ketone; In tetrahydrofuran; at 20 ℃; for 5h;

With 4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1039/d2cc00169a

Reference yield:

benzaldehyde (100-52-7) → 3-(3,4-dihydro-1H-isoquinolin-2-yl)-1-phenylpropanone (861369-89-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 2.33 h / -10 - 20 °C / Inert atmosphere

2.1: manganese(IV) oxide / dichloromethane / 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 5 h / 20 °C

3.2: 0.17 h / 20 °C

With manganese(IV) oxide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/d2cc00169a

upstream raw materials:

formaldehyd

acetophenone

1,2,3,4-tetrahydroisoquinoline

3-chloropropiophenone

Downstream raw materials:

2-(3-chloro-3-phenylpropyl)-1,2,3,4-tetrahydroisoquinoline

3-[3,4-dihydroisoquinolin-2(1H)-yl]-1-phenylpropan-1-ol

Refernces

• 1、 Orjales, Aurelio,Mosquera, Ramón,Toledo, Antonio,Pumar, M. Carmen,García, Neftalí,Cortizo, Lourdes,Labeaga, Luis,Innerárity, Ana. "Syntheses and Binding Studies of New [(Aryl)(aryloxy)methyl]piperidine Derivatives and Related Compounds as Potential Antidepressant Drugs with High Affinity for Serotonin (5-HT) and Norepinephrine (NE) Transporters". . p. 5512 - 5532. Retrieved 2007/10/03.