1-Phenyl-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 1-Phenyl-3,4-dihydroisoquinoline
• CAS No.: 52250-50-7
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 2933499090
• Mol file: 52250-50-7.mol

Synonyms:3,4-Dihydro-1-phenylisoquinoline;

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

Chemical Property:

• Vapor Pressure: 0.000408mmHg at 25°C
• Melting Point: 174 °C
• Refractive Index: 1.611
• Boiling Point: 326.5 °C at 760 mmHg
• PKA: 5.29±0.20(Predicted)
• Flash Point: 143.4 °C
• PSA: 12.36000
• Density: 1.07 g/cm³
• LogP: 2.51570
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

3,4-Dihydro-1-phenylisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Phenyl-3,4-dihydro-isoquinoline is used in preparation of 1,2,3,4-Tetrahydro-2-methyl-1-phenyl-1-isoquinolinecarbonitrile derivatives.

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

There total 52 articles about 1-Phenyl-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: 97.0%

N-(2-phenethyl)benzimidoyl chloride (60943-13-7) → 1-phenyl-3,4-dihydroisoquinoline (52250-50-7)

Guidance literature:

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

Reference yield: 95.0%

N-phenethylbenzamide (3278-14-6) → 1-phenyl-3,4-dihydroisoquinoline (52250-50-7)

Guidance literature:

With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 45 ℃; Inert atmosphere;

DOI:10.1021/ol801264u

Reference yield: 91.0%

1-phenyl-2-tosyl-1,2,3,4-tetrahydroisoquinoline → 1-phenyl-3,4-dihydroisoquinoline (52250-50-7)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 70 ℃; for 1.5h; regiospecific reaction;

DOI:10.1080/00397911.2011.568659

upstream raw materials:

N-phenethylbenzamide

N-phenethyl-benzamidine; hydrochloride

nitrobenzene

N-(2-phenethyl)benzimidoyl chloride

Downstream raw materials:

1-phenylisoquinoline

7-Nitro-1-(3-nitrophenyl)-3,4-dihydroisochinolin

7-nitro-1-phenyl-3,4-dihydro-isoquinoline

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 He, Qian,Ye, Jian-Liang,Xu, Fang-Fang,Geng, Hui,Chen, Ting-Ting,Chen, Hang,Huang, Pei-Qiang. "Tf2O/TTBP (2,4,6-Tri-tert-butylpyrimidine): An Alternative Amide Activation System for the Direct Transformations of Both Tertiary and Secondary Amides". . . Retrieved 2021/09/28.
• 2、 Ullrich, Patrick,Schlamkow, Max A.,Choi, Ching-Yi,Kerkenpa?, Hannah,Hen?en, Birgit,Pietruszka, J?rg. "Enantioselective Allylation of Cyclic and In Situ Formed N-Unsubstituted Imines with Tetraol-Protected Allylboronates". supporting information. p. 6254 - 6257. Retrieved 2021/11/03.