78317-83-6

Basic information

• Product Name: Isoquinoline, 1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-
• Synonyms: N-PMP-1,2,3,4-tetrahydroisoquinoline;N-p-methoxyphenyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 78317-83-6
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• Mol File: 78317-83-6.mol
• Article Data: 61

Chemical Properties

• Melting Point: 91-94°C
• CAS DataBase Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-(78317-83-6)
• EPA Substance Registry System: Isoquinoline, 1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-(78317-83-6)

Safety Data

• Hazardous Substances Data: 78317-83-6(Hazardous Substances Data)

Usage

Uses

2-(4-Methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline is a reagent for gold-catalyzed preparation of indoletetrahydroisoquinolines.

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 18649-43-9 4-methoxyphenyllead(IV) triacetate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 696-62-8 para-iodoanisole 
• 119-65-3 isoquinoline 
• 105728-90-3 2-fluoro-5-methoxybenzaldehyde 
• 100-66-3 methoxybenzene 
• 153333-52-9 1-(2-iodoethyl)-2-(iodomethyl)benzene 
• 104-94-9 4-methoxy-aniline 
• 493-05-0 isochromane 
• 64-04-0 phenethylamine 
• 100-52-7 benzaldehyde 
• 102-96-5 (2-nitroethenyl)benzene 
• 850130-96-0 2-(4-methoxyphenyl)-1-(nitromethyl)-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 850130-96-0 2-(4-methoxyphenyl)-1-(nitromethyl)-1,2,3,4-tetrahydroisoquinoline 
• 1048958-15-1 1-(4-methoxyphenyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1048958-16-2 1-(biphenyl-4-yl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1048958-18-4 2-(4-methoxyphenyl)-1-(naphthalen-1-yl)-1,2,3,4-tetrahydroisoquinoline 
• 1048958-20-8 1-(4-tert-butylphenyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1048958-17-3 1-(4-(2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)phenyl)ethanone 
• 1048958-14-0 1-phenyl-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1141447-85-9 1-[1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-1-isoquinolinyl]hexan-2-one 
• 1141447-88-2 2-(2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethan-1-one 
• 1141447-90-6 2-[1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-1-isoquinolinyl]-1-p-tolylethanone 
• 1141447-82-6 1-(2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-propan-2-one 
• 1141447-92-8 2-[1,2,3,4-tetrahydro-2-(4-methoxyphenyl)-1-isoquinolinyl]-1-(4-methoxyphenyl)ethanone 
• 1150587-84-0 2,2-difluoro-2-(2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)-1-phenylethanone 

Relevant articles and documents

Direct Near Infrared Light–Activatable Phthalocyanine Catalysts

The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa

A Short Approach to N -Aryl-1,2,3,4-tetrahydroisoquinolines from N -(2-Bromobenzyl)anilines via a Reductive Amination/Palladium-Catalyzed Ethoxyvinylation/Reductive N -Alkylation Sequence

N -Aryl-1,2,3,4-tetrahydroisoquinolines are obtained via a convenient and short protocol with a broad range of substituents on both aromatic rings and high functional group tolerance. Starting from readily available ortho -brominated aromatic aldehydes and primary aromatic amines, condensation of these building blocks under reductive conditions gives N -aryl 2-bromobenzylamines. The C-3/C-4-unit of the tetrahydroisoquinoline is introduced using commercially available 2-ethoxyvinyl pinacolboronate under Suzuki conditions. Finally, the obtained crude ortho -ethoxyvinyl benzylamines are cyclized via an intramolecular reductive amination using the combination of triethylsilane/TFA to give the desired N -aryl-1,2,3,4-tetrahydroisoquinolines.

Porphyrin-Catalyzed Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones

A visible-light-induced direct α-oxygenation of N-substituted 1,2,3,4-Tetrahydroisoquinoline derivatives has been successfully developed. Tetraphenylporphyrinatozinc(II) has been identified as an effective and inexpensive photocatalyst for this transformation with a wide range of substrates. This protocol provides a convenient route to the desired products in moderate to good yields at room temperature under air.