1-Benzyl-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 1-Benzyl-3,4-dihydroisoquinoline
• CAS No.: 24853-83-6
• Molecular Formula: C16H15 N
• Molecular Weight: 221.302
• DSSTox Substance ID: DTXSID70179555
• Nikkaji Number: J86.386F
• Wikidata: Q83050088
• ChEMBL ID: CHEMBL4964090
• Mol file: 24853-83-6.mol

Synonyms:1-Benzyl-3,4-dihydroisoquinoline;24853-83-6;Isoquinoline, 3,4-dihydro-1-(phenylmethyl)-;ISOQUINOLINE, 3,4-DIHYDRO-1-BENZYL-;BRN 0012064;AI3-61895;1-benzyl-3,4-dihydro-isoquinoline;5-20-08-00290 (Beilstein Handbook Reference);1BnDIQ;SCHEMBL5009247;CHEMBL4964090;DTXSID70179555;LS-85503

Chemical Property of 1-Benzyl-3,4-dihydroisoquinoline

Chemical Property:

• Vapor Pressure: 4.63E-05mmHg at 25°C
• Boiling Point: 360.3°C at 760 mmHg
• Flash Point: 164°C
• PSA: 12.36000
• Density: 1.05g/cm³
• LogP: 2.71010
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

99%min ^*data from raw suppliers

1-BENZYL-3,4-DIHYDROISOQUINONE HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(C2=CC=CC=C21)CC3=CC=CC=C3

Technology Process of 1-Benzyl-3,4-dihydroisoquinoline

There total 15 articles about 1-Benzyl-3,4-dihydroisoquinoline 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: 99.0%

1-benzyl-2-hydroxy-1,2,3,4-tetrahydroisoquinoline (102739-93-5) → 1-benzyl-3,4-dihydro-isoquinoline (24853-83-6)

Guidance literature:

With titanium(III) chloride; In tetrahydrofuran; 1.) addition of substrate at -78 deg C, 2.) room temperature;

DOI:10.1016/S0040-4039(00)98771-9

Reference yield: 95.0%

N-(2-phenethyl)phenacetimidoyl chloride (77988-86-4) → 1-benzyl-3,4-dihydro-isoquinoline (24853-83-6)

Guidance literature:

With tin(IV) chloride; In chloroform; for 100h;

Reference yield: 90.0%

N-phenethyl-2-phenylacetamide (5460-60-6) → 1-benzyl-3,4-dihydro-isoquinoline (24853-83-6)

Guidance literature:

With phosphorus pentoxide; phosphoric acid; at 170 ℃; for 1h;

DOI:10.1039/d0ob02096f

upstream raw materials:

N-phenethyl-2-phenylacetamide

N-(2-phenethyl)phenacetimidoyl chloride

1-benzyl-2-hydroxy-1,2,3,4-tetrahydroisoquinoline

{1-[1-Phenyl-meth-(Z)-ylidene]-3,4-dihydro-1H-isoquinoline-2-carbonyl}-carbamic acid ethyl ester

Downstream raw materials:

1-benzyl-1,2,3,4-tetrahydroisoquinoline

1-benzoylisoquinoline

C₁₆H₁₃NBC₆H₅

1-Phenyl-6,7-dihydro-pyrimido[6,1-a]isoquinoline-2,4-dione

Refernces

• 1、 Su, Zhiyou,Liu, Bo,Liao, Hongze,Lin, Hou-Wen. "Synthesis of N-Heterocycles by Reductive Cyclization of Nitroalkenes Using Molybdenum Hexacarbonyl as Carbon Monoxide Surrogate". supporting information. p. 4059 - 4066. Retrieved 2020/06/21.
• 2、 Naito, Ryo,Yonetoku, Yasuhiro,Okamoto, Yoshinori,Toyoshima, Akira,Ikeda, Ken,Takeuchi, Makoto. "Synthesis and antimuscarinic properties of quinuclidin-3-yl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate derivatives as novel muscarinic receptor antagonists". . p. 6597 - 6606. Retrieved 2007/10/03.