Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate

Base Information

• Chemical Name: Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate
• CAS No.: 22955-77-7
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Hs Code.: 2918300090
• Mol file: 22955-77-7.mol

Synonyms:2-Indancarboxylicacid, 1-oxo-, methyl ester (8CI);2,3-Dihydro-1-oxo-1H-indene-2-carboxylic acidmethyl ester;2-(Methoxycarbonyl)indan-1-one;NSC 225050;2-Carbomethoxy-1-indanone;Methyl1-indanone-2-carboxylate;

Chemical Property of Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00135mmHg at 25°C
• Melting Point: 59-60 °C
• Refractive Index: 1.562
• Boiling Point: 297.454 °C at 760 mmHg
• PKA: 10.34±0.20(Predicted)
• Flash Point: 130.012 °C
• PSA: 43.37000
• Density: 1.246 g/cm³
• LogP: 1.21460
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

≥99.0% ^*data from raw suppliers

Methyl1-oxo-2,3-dihydro-1H-indene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate

There total 21 articles about Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

inden-1-one (83-33-0) + carbonic acid dimethyl ester (616-38-6) → methyl 1-indanone-2-carboxylate (22955-77-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

Reference yield: 99.0%

2-((E)-2-Methoxycarbonyl-vinyl)-benzoic acid methyl ester (63600-27-1) → methyl 1-indanone-2-carboxylate (22955-77-7)

Guidance literature:

With sodium hydride; palladium dichloride; In N,N-dimethyl acetamide; mineral oil; at 25 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Inert atmosphere;

Reference yield: 94.0%

methyl pentafluorophenyl carbonate (36919-03-6) + inden-1-one (83-33-0) → methyl 1-indanone-2-carboxylate (22955-77-7)

Guidance literature:

With dmap; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 68h; Inert atmosphere; Reflux;

DOI:10.1021/ol303324a

upstream raw materials:

diazomethane

ethyl 1-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

methanol

2-(bis-methylsulfanyl-methylene)-indan-1-one

Downstream raw materials:

iodobenzene

4-tert-butyl-1-iodo-1-cyclohexene

4-tert-butylcylohexene

benzene

Refernces

• 1、 Maertens, Faye,Toppet, Suzanne,Compernolle, Frans,Hoornaert, Georges J.. "Incorporation of diarylbutylamine pharmacophore into indeno- or naphtho[1,2-b]pyran ring systems". . p. 2707 - 2714. Retrieved 2004.
• 2、 Emelen, Kristof Van,De Wit, Tom,Hoornaert, Georges J,Compernolle, Frans. "Synthesis of cis-fused hexahydro-4aH-indeno[1,2-b]pyridines via intramolecular Ritter reaction and their conversion into tricyclic analogues of NK-1 and dopamine receptor ligands". . p. 4225 - 4236. Retrieved 2002.
• 3、 Granados, Albert,Sarró, Pau,Vallribera, Adelina. "Catalytic asymmetric fluorination of Alkyl 1-indanone-2-carboxylates Ruled by Pybox-Eu(III) Combination". . . Retrieved 2019.
• 4、 Borrel, Julien,Waser, Jerome. "Tosyloxybenziodoxolone: A Platform for Performing the Umpolung of Alkynes in One-Pot Transformations". supporting information. p. 142 - 146. Retrieved 2021/12/27.
• 5、 -. "Intermediate compound of immunomodulator". Paragraph 0124-0128. . Retrieved 2021/02/10.