77259-96-2

Usage

Uses

Used in Pharmaceutical Research:
5-Bromo-8-methoxy-3,4-dihydronaphthalen-1(2H)-one is used as a key intermediate in the synthesis of various medicinal drugs. Its unique structure and functional groups make it a valuable building block for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 5-bromo-8-methoxy-3,4-dihydronaphthalen-1(2H)-one serves as a versatile intermediate for the preparation of a wide range of organic compounds. Its reactivity and functional group compatibility allow for various chemical transformations, enabling the synthesis of complex organic molecules with diverse applications.
Used in Chemical Production:
5-Bromo-8-methoxy-3,4-dihydronaphthalen-1(2H)-one may also be used as an intermediate in the production of other chemical substances. Its presence in the synthesis process can contribute to the formation of desired products with specific properties, making it a valuable component in the chemical manufacturing industry.

Upstream product

• 77259-95-1 γ-(2-bromo-5-methoxyphenyl)butyric acid 
• 77260-10-7 C₁₂H₁₄BrN₃O₂ 
• 24743-11-1 4-(m-methoxyphenyl)butanoic acid 
• 75-09-2 dichloromethane 
• 1255944-64-9 3-carboxy-5-bromo-8-methoxy-1-tetralone 
• 766-85-8 3-methoxy-1-iodobenzene 
• 137744-81-1 (E)-4-(m-methoxyphenyl)but-3-enoic acid 
• 57816-04-3 methyl 4-(3-methoxyphenyl)butanoate 

Downstream Products

• 13185-18-7 8-methoxy-1-tetralone 
• 101819-51-6 5-bromo-8-hydroxy-1,2,3,4-tetrahydro-1-naphthalenone 
• 77260-09-4 N-[5-Bromo-8-methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine 
• 77260-14-1 N-(2,4-Dinitro-phenyl)-N'-[8-methoxy-3,4-dihydro-2H-naphthalen-(1E)-ylidene]-hydrazine 
• 77260-11-8 N-[5-Bromo-8-methoxy-1-methyl-3,4-dihydro-1H-naphthalen-(2E)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine 
• 77260-18-5 N-(2,4-Dinitro-phenyl)-N'-[5-methoxy-4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-(2E)-ylidene]-hydrazine 
• 77260-16-3 N-[8-Bromo-5-methoxy-4a-methyl-4,4a,9,10-tetrahydro-3H-phenanthren-(2E)-ylidene]-N'-(2,4-dinitro-phenyl)-hydrazine 

Relevant academic research and scientific papers

An Expeditious Synthesis of 8-Methoxy-1-tetralone

8-Methoxy-1-tetralone was synthesized in a concise and efficient manner involving a sequential palladium-mediated cross-coupling reaction (Heck), catalytic hydrogenation, and intramolecular acylation mediated by Eaton's reagent or Lewis acids. The pivotal step in the synthesis was the use of a bromine substituent at the benzenoid C4 position of the intermediate methyl 4-arylbutyric ester to ensure cyclization ortho to the methoxy moiety and obviate cyclization at the para position to the thermodynamically preferred 6-methoxy-1-tetralone, the sole product obtained in the absence of this blocking group.

TETRAHYDRO-6,7-DIMETHOXY-1H-BENZ[E]ISOINODOLINES USEFUL IN THE TREATMENT OF HYPERTENSION AND AS SEDATIVES

Disclosed herein are tetrahydro-benzo e!isoindolines represented by the formula STR1 wherein R, R 1 and R 2 are independently selected from hydrogen, loweralkyl of 1 to 4 carbon atoms, hydroxy, loweralkoxy of 1 to 3 carbon atoms, allyloxy, benzyloxy, benzoyloxy, thiomethyl, halo, STR2 wherein t is 0 or 1, n is 0 to 5 and R 11 and R 14 are independently selected from hydrogen, halo, hydroxy, loweralkyl of 1 to 4 carbon atoms, loweralkoxy of 1 to 3 carbon atoms or amino; orR and R. sub.1, or R 1 and R 2 can be taken together to form a methylenedioxy or ethylenedioxy bridge; with the proviso that at least one of R, R 1 or R 2 must be other than hydrogen and the proviso that two of R, R 1, or R 2 must be other than methoxy in the 7 and 8 positions when the remaining one of R, R 1 or R 2 is hydrogen; andR 3 is hydrogen, loweralkyl of 1 to 4 carbon atoms, halo-substituted loweralkyl of 1 to 4 carbon atoms, amino-substituted loweralkyl of 1 to 4 carbon atoms, amino-substituted arylalkyl, allyl, thioloweralkyl, loweralkanol, or STR3 wherein R 12 and R 13 are independently selected from hydrogen, hydroxy, amino, loweralkoxy of 1 to 3 carbon atoms and s is 1 to 3; or STR4 wherein m is 0, 1 or 2, p is 0 or 1, R 7 is hydrogen or loweralkyl of 1 to 4 carbon atoms and R 8 and R 9 are independently selected from hydrogen, hydroxy, methoxy, loweralkyl of 1 to 4 carbon atoms, or halo, or R 8 and R 9 can be taken together to form a methylenedioxy or ethylenedioxy bridge; or 1,4-benzodioxan of the formula STR5 wherein q is 1, 2 or 3, and R 10 is hydrogen, methoxy, amino, or halo; and the pharmaceutically acceptable salts thereof.

Total synthesis of ring-c aromatic 18-nor steroid1 1 Abstracted in part from the Ph.D. thesis (1970) of B.G.H.A part of this work appeared in a preliminary communication (see [7]).

The total synthesis of (±)-11-methoxy-18-nor-5χ and 5β-androsta-8(9),11,13(14)-triene-3,17-dione is reported.