84167-74-8

Usage

Uses

Used in Organic Synthesis:
2-Acetyl-5-bromo-6-methoxynaphthalene is used as an intermediate in organic synthesis for the creation of a variety of organic compounds. Its unique structure allows for versatile chemical reactions, facilitating the synthesis of complex molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-Acetyl-5-bromo-6-methoxynaphthalene is utilized as a key intermediate in the development of new drugs. Its properties make it suitable for the synthesis of pharmaceutical agents, contributing to the advancement of medicinal chemistry.
Used in Drug Production:
As an important intermediate, 2-Acetyl-5-bromo-6-methoxynaphthalene is used in the production of various drugs. Its presence in the synthesis process aids in the creation of therapeutic agents that address a range of medical conditions.

InChI:InChI=1/C13H11BrO2/c1-8(15)9-3-5-11-10(7-9)4-6-12(16-2)13(11)14/h3-7H,1-2H3

Upstream product

• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 107-21-1 ethylene glycol 
• 27655-95-4 (d,l)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid 
• 3401-47-6 1-bromo-2-methoxynaphthalene 
• 75-36-5 acetyl chloride 

Downstream Products

• 1427216-95-2 C₂₁H₁₈BrN₃O₄S 
• 1427216-83-8 1-(4-aminosulfonylphenyl)-3-ethoxycarbonyl-5-(5-bromo-6-methoxy-2-naphthyl)-1H-pyrazole 
• 1243257-40-0 2-[2-(6-methoxy-5-bromonaphthalen-2-yl)-morpholino-4-yl]ethyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-acetate hydrochloride 
• 3900-45-6 6-methoxy-2-acetylnaphthalene 
• 101688-07-7 acetyl-7 nitro-2 naphto<2,1-b>furanne 
• 101688-06-6 acetyl-6 formyl-1 methoxy-2 naphtalene 
• 101688-03-3 acetyl-6 formyl-1 hydroxy-2 naphtalene 

Relevant academic research and scientific papers

Construction of Axially Chiral Arylborons via Atroposelective Miyaura Borylation

Compared with the well-developed centrally chiral boron chemistry, C-B axially chiral chemistry remains elusive and challenging. Herein we report the first atroposelective Miyaura borylation of bromoarenes with unsymmetrical diboron reagents for the direct catalytic synthesis of optically active atropisomeric arylborons. This reaction features broad substrate scope and produces axially chiral arylborons with high yields and good enantioselectivities.

FeCl3-catalyzed oxidative decarboxylation of aryl/heteroaryl acetic acids: Preparation of selected API impurities

There is an ever-increasing demand for impurity compounds for use in impurity profiling as regulatory agencies seek information during registration. Herein, we report the FeCl3-catalyzed oxidative decarboxylation of aryl- and heteroaryl acetic acids to the corresponding carbonyl compounds. A variety of useful aldehydes and ketones were prepared in a simple one-pot transformation by employing an environmentally benign, low-cost, and readily available iron salt. The utility of this method has been demonstrated by preparing five valuable API impurities including a multi-gram-scale synthesis of ketorolac impurity B for the first time. This journal is

Palladium-Catalyzed Enantioselective Synthesis of 2-Aryl Cyclohex-2-enone Atropisomers: Platform Molecules for the Divergent Synthesis of Axially Chiral Biaryl Compounds

The palladium-catalyzed asymmetric synthesis of enone-based atropisomers from 2-iodo-3-methylcyclohex-2-enones and aryl boronic acid is reported. BoPhoz-type phosphine–aminophosphine ligands showed superior enantioselectivity over other ligands. These cyc

Environmentally benign contemporary Friedel-Crafts acylation of 1-halo-2-methoxynaphthalenes and its related compounds under conventional and nonconventional conditions

Environmentally benign simple and practical method has been developed in cationic micellar media for the selective acylations of 1-halo-2- methoxynaphthalenes, 2-methoxynaphthalene, anisole, 2-methoxypyridine, and 2-methoxypyrimidine. Developed protocols

Oxidative bromination of ketones using ammonium bromide and oxone

A highly efficient, environmentally safe and economic method for selective α-monobromination of aralkyl, cyclic, acyclic, 1,3-diketones and β-keto esters and α,α-dibromination of 1,3-diketones and β-keto esters without catalyst is reported using ammonium bromide as a bromine source and oxone as an oxidant. The reaction proceeds at ambient temperature and yields range from moderate to excellent. Bromination of unsymmetrical ketones takes place at the less substituted α-position predominantly. Aromatisation of tetralones is also carried out with this reagent system.

Novel bromination method for anilines and anisoles using NH 4Br/H2O2 in CH3COOH

A simple, efficient, regioselective, environmentally safe, and economical method for the oxybromination of anilines and anisoles without catalyst is reported. The electrophilic substitution of bromine generated in situ from ammonium bromide as a bromine source and hydrogen peroxide as an oxidant for the first time.

LES TRIBROMURES DE PHOSPHONIUMS. AGENTS DE BROMINATION DE SUBSTRATS ORGANIQUES

The reactivities and selectivities of phosphonium tribromides 1-4 towards ketones and their ketals, in the presence of other functional group reactive toward bromide (free enolic position, activated aromatic ring or double bond), are studied and compared with the trimethyl phenyl ammonium tribromide 5.The abilities of the two kinds of tribromides are similar, with a better selectivity of phosphonium salts toward unsaturated ketones, which is probably induced by the greater stability of the ion-pair in phosphonium salts.They act essentially by the tribromide without specific bond interactions between phosphorus and heteroatom of the substrate.

Process for the preparation of the d-2-(6-methoxy-2-naphthyl)-propionic acid

A new process for the preparation of the d-2-(6-methoxy-2-naphthyl)-propionic acid of formula STR1 which comprises resolving a racemic mixture of the d- and 1-2-(5-halo-6-methoxy-2-naphthyl)-propionic acids of formula STR2 wherein halo stands for a halogen atom, recovering the d-isomer and subjecting this isomer to catalytic dehalogenation. Compound I is obtained in very high yields and with a high purity degree.