4191-17-7

Basic information

• Product Name: 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE
• Synonyms: 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE;5,6-DiMethoxy-2-Methyl-2,3-dihydro-1H-inden-1-one
• CAS NO: 4191-17-7
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.23776
• Mol File: 4191-17-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 129-130 °C
• Boiling Point: 342.5 °C at 760 mmHg
• Flash Point: 152.1 °C
• Appearance: /
• Density: 1.126 g/cm³
• Vapor Pressure: 7.47E-05mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE(4191-17-7)
• EPA Substance Registry System: 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE(4191-17-7)

Safety Data

• Hazardous Substances Data: 4191-17-7(Hazardous Substances Data)

Usage

Description

5,6-Dimethoxy-2-methyl-indan-1-one is an organic compound that serves as a valuable reagent in the pharmaceutical industry. It is characterized by its unique chemical structure, which includes a methyl group at the 2nd position, and methoxy groups at the 5th and 6th positions of the indan-1-one backbone. 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE is known for its potential applications in the development of therapeutic agents, particularly for neurological disorders.

Uses

Used in Pharmaceutical Industry:
5,6-Dimethoxy-2-methyl-indan-1-one is used as a reagent for the preparation of E2020, a phase III drug candidate. E2020 is developed for the treatment of Alzheimer's disease and other dementias. 5,6-DIMETHOXY-2-METHYL-INDAN-1-ONE plays a crucial role in the synthesis of this drug, which aims to improve cognitive function and slow down the progression of these neurodegenerative conditions.

InChI:InChI=1/C12H14O3/c1-7-4-8-5-10(14-2)11(15-3)6-9(8)12(7)13/h5-7H,4H2,1-3H3

Upstream product

• 154317-78-9 5-(3,4-dimethoxybenzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione 
• 17667-32-2 methyl 6-bromo-3,4-dimethoxybenzoate 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 93-16-3 Methylisoeugenol 
• 97-53-0 4-allylguaiacol 
• 67-56-1 methanol 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 67101-91-1 5-[(3,4-dimethoxyphenyl)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 848610-65-1 5-(3,4-dimethoxybenzyl)-2,2,5-trimethyl-1,3-dioxane-4,6-dione 
• 4302-34-5 β-Chlor-α-methyl-3,4-dimethoxy-zimtaldehyd 
• 4900-42-9 1,1'-(5,6-dimethoxy-2-methyl-indene-1,3-diyl)-bis-piperidine 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 149862-32-8 2,3-dihydro-5,6-dimethoxy-2,2-dimethylindan-1-one 
• 149862-10-2 5,6-Dimethoxy-3-(4-methoxyphenyl)-2-methylindene 
• 137542-58-6 4-Amino-5-hydroxy-6-methoxy-2-methyl-1-indanone 

Relevant articles and documents

Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles

While esters are frequently used as traditional electrophiles in substitution chemistry, their application in cross-coupling chemistry is still in its infancy. This work demonstrates that methyl esters can be used as coupling electrophiles in Ni-catalyzed Heck-type reactions through the challenging cleavage of the C(acyl)?O bond under relatively mild reaction conditions at either 80 or 100 °C. With the σ-NiII intermediate generated from the insertion of acyl NiII species into the tethered C=C bond, carbonyl-retentive products were formed by domino Heck/Suzuki–Miyaura coupling and Heck/reduction pathways when organoboron and mild hydride nucleophiles are used.

Palladacycle-Phosphine Catalyzed Methylation of Amines and Ketones Using Methanol

Methylation of amines and ketones with palladacycle precatalyst has been performed using methanol as an environmentally benign reagent. Various ketones and amines undergo methylation reaction to yield monomethylated amines or ketones in moderate to good isolated yields. Moreover, this protocol was tested for the chemoselective methylation of 4-aminobenzenesulfonamide. The scope of the reaction was further extended to the deuteromethylation of ketones.

Synthesizing method of indanone compound

The invention discloses a synthesizing method of an indanone compound. The synthesizing method comprises the following steps of respectively adding a catalyst and an antioxidant into a reaction bottle, then adding a compound shown in a formula (2), adding a solvent, and reacting for 2 to 6h at the temperature of 70 to 120 DEG C under the argon protection atmosphere, so as to obtain the indanone compound, wherein the catalyst is selected from any one of Cu(OAc)2, CuCl2 (copper (II) chloride), CuBr2 (copper (II) bromide), CuO (copper oxide), CuF2 (copper fluoride), Cu(OTf) 2, Cu(OH)2 (copper hydroxide), Cu(NO3)2 (copper nitrate), CuCl (copper chloride), CuBr (copper bromide), CuI (cuprous iodide) and Cu2O (cuprous oxide); the oxidant is tert-butyl hydroperoxide; the solvent is toluene. The synthesizing method has the advantages that a novel concept of the indanone compound is provided; the copper catalyst is used, the price of copper is low, the reserve amount is rich, the environment-friendly effect is realized, and the hydroacylation reaction catalyzed by copper meets the requirements of green chemistry.