13575-75-2

Usage

Uses

Used in Pharmaceutical Synthesis:
6,7-Dimethoxy-1-tetralone is used as a key intermediate for the synthesis of various pharmaceutical compounds, including 2-bromotetralones, quinolines with dopaminergic activity, naphthols with anti-inflammatory properties, and benzophenanthridine alkaloids with antitumor activity. Its diverse reactivity allows for the creation of a wide range of therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 6,7-Dimethoxy-1-tetralone is utilized as a starting material for the development of new chemical entities. Its ability to react with various reagents enables researchers to explore novel chemical pathways and create innovative compounds with potential applications in various industries.
Used in the Synthesis of 5,6-Dihydro-2,3,9,10-Tetramethoxybenz[c]acridine:
6,7-Dimethoxy-1-tetralone is used as a reactant in the formation of 5,6-dihydro-2,3,9,10-tetramethoxybenz[c]acridine when combined with 2-amino-4,5-dimethoxyacetophenone. 6,7-Dimethoxy-1-tetralone may have potential applications in the pharmaceutical or chemical industries, depending on its properties and characteristics.
Overall, 6,7-Dimethoxy-1-tetralone is a valuable compound in the fields of pharmaceuticals, chemical research, and specialty chemical synthesis due to its diverse reactivity and potential applications in creating new and useful compounds.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 2939, 1983 DOI: 10.1016/S0040-4039(00)88063-6

InChI:InChI=1/C8H6BrFO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5H2

Upstream product

• 91-16-7 1,2-dimethoxybenzene 
• 3945-85-5 1-bromo-3-(3,4-dimethoxyphenyl)propane 
• 2107-70-2 3,4-methoxycinnamic acid 
• 1178964-08-3 6',7'-dimethoxy-3',4'-dihydro-2'H-spiro[1,3]dithiane-2,1'-naphthalene 
• 1445852-57-2 dimethyl 2-((4-(3,4-dimethoxyphenyl)butanoyl)oxy)succinate 
• 137744-82-2 C₁₂H₁₄O₄ 
• 35491-95-3 6,7-dimethoxy-1-hydroxytetraline 
• 348143-75-9 4-(3,4-dimethoxyphenyl)butanoic acid chloride 
• 93-40-3 (3,4-Dimethoxyphenyl)acetic acid 
• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 
• 231935-01-6 ethyl 4-(3,4-dimethoxyphenyl)butanoate 
• 3929-47-3 3-(3,4-dimethoxyphenyl)-1-propanol 
• 2316-26-9 3,4-dimethoxycinnamic acid 
• 87543-06-4 1-<4,4-(1,2-Benzenediyldithio)but-3-enyl>-4-dimethoxybenzene 

Downstream Products

• 78238-92-3 6,7-dimethoxy-1-phenyl-3,4-dihydronaphthalene 
• 107446-43-5 (Methoxy-3')-benzylidene-2 dimethoxy-6,7 tetralone 
• 10103-06-7 2,3-dimethoxynaphthalene 
• 52401-41-9 6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one oxime 
• 25298-23-1 2-Benzyl-6,7-dimethoxy-naphthalen-1-ol 
• 107446-44-6 (Dimethoxy-3',4)-benzylidene-2 dimethoxy-6,7 tetralone 
• 908078-17-1 6,7-Dimethoxy-2-[1-phenyl-meth-(E)-ylidene]-3,4-dihydro-2H-naphthalen-1-one 
• 301852-74-4 6,7-Dimethoxy-1-benzyl-3,4-dihydro-naphthalin 
• 15288-01-4 7-hydroxy-6-methoxy-3,4-dihydronaphthalen-1(2H)-one 
• 204842-93-3 5,6-dihydro-2,3,9,10-tetramethoxy-7-methylbenz[c]acridine 
• 119034-87-6 6,7-bis(benzyloxy)-3,4-dihydronaphthalen-1(2H)-one 
• 207279-90-1 6,7-Bis-benzyloxy-2,3-dihydro-[1,4]naphthoquinone 
• 52259-72-0 norfagaronine 
• 15462-10-9 2,3,8,9-tetramethoxybenzophenanthridine 

Relevant academic research and scientific papers

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Intramolecular Friedel-Crafts Acylation Reaction Promoted by 1,1,1,3,3,3-Hexafluoro-2-propanol

Simple dissolution of an arylalkyl acid chloride in 1,1,1,3,3,3-hexafluoro-2-propanol promotes an intramolecular Friedel-Crafts acylation without additional catalysts or reagents. This reaction is operationally trivial in both execution and product isolation (only requiring concentration followed by purification) and accommodates a broad range of substrates. Preliminary studies that bear upon potential reaction mechanisms are reported.

Borontribromide-mediated C-C bond formation in cyclic ketones: A transition metal free approach

Borontribromide (BBr3) is a well-known demethylating agent. The current investigation was focused on a new application of borontribromide as a C-C bond forming agent in cyclic ketones. In this study, borontribromide mediated C-C bond formation reactions of tetralones, chromenone, thiochromenone and indanones were explored. A methoxy group containing ketones showed selective C-C bond formation reaction instead of demethylation of the methoxy group. MM2 steric energy calculations for the final products showed that the reaction favored the formation of exo- or endo-cyclic double bond containing products, depending upon their low MM2 steric energy in a specific frame structure, as observed in X-ray crystallography. A comprehensive crystallographic and pi-stacking analysis of product 10a demonstrated the formation of 10a as an enantiomeric mixture, and its centre of inversion was stabilized by a set of three unique pi-pi interactions.

Sustainable flow oppenauer oxidation of secondary benzylic alcohols with a heterogeneous zirconia catalyst

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