52250-51-8

Basic information

• Product Name: 1-phenyl-3,4-dihydroisochinoline hydrochloride
• Synonyms: 1-phenyl-3,4-dihydroisochinoline hydrochloride;1-Phenyl-3,4-dihydroisoquinoline hydrochloride;1-phenyl-3,4-dihydroisoquinolin HCl salt
• CAS NO: 52250-51-8
• Molecular Formula: C₁₅H₁₃N*ClH
• Molecular Weight: 243.73
• Mol File: 52250-51-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-phenyl-3,4-dihydroisochinoline hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-3,4-dihydroisochinoline hydrochloride(52250-51-8)
• EPA Substance Registry System: 1-phenyl-3,4-dihydroisochinoline hydrochloride(52250-51-8)

Safety Data

• Hazardous Substances Data: 52250-51-8(Hazardous Substances Data)

Usage

General Description

1-Phenyl-3,4-dihydroisochinoline hydrochloride is a chemical compound often utilized in various fields of research. It is chemically categorized as a part of hydrochlorides, hetrocyclic compounds, and phenyls, characterized by its structural formation comprising one phenyl and one dihydroisochinoline group. Its physical properties are represented by its white crystalline solid appearance. Its specific chemical attributes and behavior in reaction to other chemicals are often used in the study of biochemistry, medicinal chemistry, or in the synthesis of more complex compounds. It is important to handle and store this chemical appropriately and with care due to its properties and potential hazards.

Upstream product

• 3278-14-6 N-phenethylbenzamide 
• 1422464-27-4 (S)-N-chloro-1-phenyl-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 22990-19-8 (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 180272-45-1 (R)-(-)-1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 22990-19-8 1-phenyl-1,2,3,4-tetrahydroisoquinoline 
• 52095-42-8 phenyl(2-vinylphenyl)methanone 

Relevant articles and documents

One-pot racemization process of 1-Phenyl-1,2,3,4-tetrahydroisoquinoline: A key intermediate for the antimuscarinic agent solifenacin

(S)-(+)-1-Phenyl-1,2,3,4-tetrahydroisoquinoline, which is the key intermediate in preparing the urinary antispasmodic drug solifenacin, was racemized in quantitative yield by a simple one-pot procedure through N-chlorination with trichloroisocyanuric acid, conversion of the N-chloroamine into the imine hydrochloride, and reduction of the imine double bond. The racemized amine was successfully resolved by d-(-)-tartaric acid obtaining (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline in 81% yield and with 96.7% ee and, from the crystallization mother liquors, the R enriched form. This was racemized by the same one-pot process and resolved by d-(-)-tartaric acid with the same efficiency. Such an approach to the racemization of 1-phenyl-1,2,3,4- tetrahydroisoquinoline can be industrially useful to recycle the waste R enantiomer resulting from the classical resolution used to obtain the S enantiomer on a large scale.