104967-55-7

Basic information

• Product Name: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol
• Synonyms: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol
• CAS NO: 104967-55-7
• Molecular Weight: 311.424
• Mol File: 104967-55-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol(104967-55-7)
• EPA Substance Registry System: 2-[2-(3,4-dimethoxyphenyl)ethyl]-1-methyl-1,2,3,4-tetrahydroquinolineanol(104967-55-7)

Safety Data

• Hazardous Substances Data: 104967-55-7(Hazardous Substances Data)

Upstream product

• 104967-54-6 2-(3,4-dimethoxy-β-phenethyl)-1,2,3,4-tetrahydroquinoline 
• 75903-25-2 2-(3',4'-dimethoxystyryl)quinoline 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 77669-22-8 2-(3,4-dimethoxyphenylethenyl)quinoline 
• 74-88-4 methyl iodide 
• 14465-74-8 N-phenyl-N-prop-2-ynylamine 
• 62-53-3 aniline 
• 1206482-93-0 4-(bromoethynyl)-1,2-dimethoxybenzene 
• 863132-17-6 (3,4-dimethoxy-phenylethynyl)-trimethyl-silane 
• 4302-52-7 4-ethynylveratrole 
• 4282-82-0 N-methyl-N-propargylaniline 
• 67-56-1 methanol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 618113-60-3 2-(1-methyl-1,2,3,4-tetrahydroquinolin-2-yl)ethanol 

Relevant articles and documents

Manganese catalyzed C-alkylation of methylN-heteroarenes with primary alcohols

C-Alkylations of nine different classes of methyl-substitutedN-heteroarenes, including quinolines, quinoxalines, benzimidazoles, benzoxazoles, pyrazines, pyrimidines, pyridazines, pyridines, and triazines are disclosed. A bench stable earth-abundant Mn(i)-complex catalyzed the chemoselective hydrogen-transfer reaction utilizing a diverse range of primary alcohols as the non-fossil fuel-derived carbon source. The diversifiedN-heteroarenes (41 examples) were isolated in high yields and selectivities. Water is produced as the sole byproduct, making the protocol environmentally benign.

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N -propargylanilines with diverse carbon pronucleophiles: Facile access to functionalized tetrahydroquinolines

Zinc(ii)-catalyzed intramolecular hydroarylation-redox cross-dehydrogenative coupling of N-propargylanilines with two types of carbon pronucleophiles (nitromethane as a sp3 carbon pronucleophile and phenylacetylenes as sp carbon pronucleophiles) proceeded to give the 2-substituted tetrahydroquinolines in good yields with 100percent atomic utilization without any additional external oxidants.

Boric acid catalyzed chemoselective reduction of quinolines

Boric acid promoted transfer hydrogenation of substituted quinolines to synthetically versatile 1,2,3,4-tetrahydroquinolines (1,2,3,4-THQs) was described under mild reaction conditions using a Hantzsch ester as a mild organic hydrogen source. This methodology is practical and efficient, where isolated yields are excellent and reducible functional groups are well tolerated in the N-heteroarene moiety. The reaction parameters and tentative mechanistic pathways are demonstrated by various control experiments and NMR studies. The present work can also be scaled up to obtain gram quantities and the utility of the developed process is illustrated by the transformation of 1,2,3,4-THQs into a series of biologically important molecules including the antiarrhythmic drug nicainoprol.