4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone

Base Information

• Chemical Name: 4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone
• CAS No.: 166398-23-8
• Molecular Formula: C15H19NO
• Molecular Weight: 229.31700
• DSSTox Substance ID: DTXSID30442792
• Wikidata: Q72465382
• Mol file: 166398-23-8.mol

Synonyms:166398-23-8;4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone;4-(3,4-dihydro-1H-isoquinolin-2-yl)cyclohexan-1-one;4-(3,4-Dihydroisoquinolin-2(1H)-yl)cyclohexan-1-one;Cyclohexanone, 4-(3,4-dihydro-2(1H)-isoquinolinyl)-;4-(3,4-DIHYDRO-2(1H)-ISOQUINOLINYL)CYCLOHEXANONE;SCHEMBL9115585;DTXSID30442792;AKOS015855465;FT-0761786

Chemical Property of 4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone

Chemical Property:

• PSA: 20.31000
• Density: 1.124
• LogP: 2.49430
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 229.146664230
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

97% ^*data from raw suppliers

4-(3,4-Dihydroisoquinolin-2(1H)-yl)cyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1N2CCC3=CC=CC=C3C2

Technology Process of 4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone

There total 3 articles about 4-(3,4-dihydroisoquinolin-2(1H)-yl)cyclohexanone 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:

8-(Tetrahydroisoquinolin-2-yl)-1,4-dioxaspiro[4,5]decane (166398-22-7) → 4-[2-(1,2,3,4-tetrahydroisoquinolinyl)]cyclohexanone (166398-23-8)

Guidance literature:

With hydrogenchloride; In acetone; at 20 ℃;

DOI:10.1021/jm991045h

Reference yield:

1,2,3,4-tetrahydroisoquinoline (91-21-4) → 4-[2-(1,2,3,4-tetrahydroisoquinolinyl)]cyclohexanone (166398-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazole / benzene / 2 h / Heating

1.2: NaBH₄ / tetrahydrofuran / 3 h / Heating

2.1: 10 percent aq. HCl / acetone / 20 °C

With hydrogenchloride; 1,2,3-Benzotriazole; In acetone; benzene; 1.1: Condensation / 1.2: Reduction / 2.1: Hydrolysis;

DOI:10.1021/jm991045h

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 4-[2-(1,2,3,4-tetrahydroisoquinolinyl)]cyclohexanone (166398-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzotriazole / benzene / 2 h / Heating

1.2: NaBH₄ / tetrahydrofuran / 3 h / Heating

2.1: 10 percent aq. HCl / acetone / 20 °C

With hydrogenchloride; 1,2,3-Benzotriazole; In acetone; benzene; 1.1: Condensation / 1.2: Reduction / 2.1: Hydrolysis;

DOI:10.1021/jm991045h

upstream raw materials:

8-(Tetrahydroisoquinolin-2-yl)-1,4-dioxaspiro[4,5]decane

1,2,3,4-tetrahydroisoquinoline

cyclohexanedione monoethylene ketal