1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester

Base Information

• Chemical Name: 1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester
• CAS No.: 91910-16-6
• Molecular Formula: C13H14O3
• Molecular Weight: 218.252
• DSSTox Substance ID: DTXSID80435331
• Nikkaji Number: J544.133A
• Mol file: 91910-16-6.mol

Synonyms:91910-16-6;1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester;SCHEMBL19838777;DTXSID80435331;1-Oxo-2-methylindan-2-carboxylic acid ethyl ester

Chemical Property of 1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 218.094294304
• Heavy Atom Count: 16
• Complexity: 310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CC2=CC=CC=C2C1=O)C

Technology Process of 1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester

There total 5 articles about 1H-Indene-2-carboxylic acid, 2,3-dihydro-2-methyl-1-oxo-, ethyl ester 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: 77.0%

diethyl 2-(2-iodobenzyl)-2-methylmalonate (138536-56-8) → ethyl 2-methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate (91910-16-6) + 2-benzyl-2-methylmalonic acid diethyl ester (55114-30-2)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; trimethylsilyltributyltin; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/0040-4039(91)80773-Y

Reference yield: 49.0%

2-Bromomethyl-1-oxo-indan-2-carboxylic acid ethyl ester → 5-ethoxycarbonyl-1,2-benzo-3-oxocyclohexenone (22743-00-6) + ethyl 1,2,3,4-tetrahydro-4-hydroxy-2-naphthoate (91307-39-0) + ethyl 2-methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate (91910-16-6)

Guidance literature:

With 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole; In water; acetonitrile; for 4h; Solvent; Concentration; Time; Reagent/catalyst; Inert atmosphere; Irradiation;

DOI:10.1007/s11164-012-0646-2

Reference yield: 35.0%

methanol (67-56-1) + 2-Bromomethyl-1-oxo-indan-2-carboxylic acid ethyl ester → 5-ethoxycarbonyl-1,2-benzo-3-oxocyclohexenone (22743-00-6) + ethyl 2-methyl-1-oxo-2,3-dihydro-1H-indene-2-carboxylate (91910-16-6) + 2-(2-Ethoxycarbonyl-allyl)-benzoic acid methyl ester + ethyl 2-(2-(ethoxycarbonyl)allyl)benzoate

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; Further byproducts given; Ambient temperature;

DOI:10.1016/S0040-4039(98)00658-3

upstream raw materials:

diethyl 2-(2-iodobenzyl)-2-methylmalonate

methanol

tert-butyl alcohol

Downstream raw materials:

2,3-dihydro-2-methyl-1H-inden-1-one