1,2,3,4-Tetrahydro-4-oxo-2-naphthalenecarboxylic acid ethyl ester

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-4-oxo-2-naphthalenecarboxylic acid ethyl ester
• CAS No.: 22743-00-6
• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.252
• Hs Code.: 2918300090
• Mol file: 22743-00-6.mol

Synonyms:2-Naphthoicacid, 1,2,3,4-tetrahydro-4-oxo-, ethyl ester (6CI,7CI,8CI); NSC 285691

Chemical Property of 1,2,3,4-Tetrahydro-4-oxo-2-naphthalenecarboxylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.000143mmHg at 25°C
• Boiling Point: 332.7°Cat760mmHg
• Flash Point: 146.1°C
• PSA: 43.37000
• Density: 1.167g/cm³
• LogP: 1.99480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2,3,4-Tetrahydro-4-oxo-2-naphthalenecarboxylic acid ethyl ester

There total 4 articles about 1,2,3,4-Tetrahydro-4-oxo-2-naphthalenecarboxylic acid 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: 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

Reference yield: 35.0%

2-Bromomethyl-1-oxo-indan-2-carboxylic acid ethyl ester + tert-butyl alcohol (75-65-0) → 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 methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; Further byproducts given; Ambient temperature;

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

upstream raw materials:

methanol

tert-butyl alcohol

Downstream raw materials:

2-Naphthalenemethanol

Refernces

• 1、 Hasegawa, Eietsu,Kitazume, Takashi,Suzuki, Kimiko,Tosaka, Emi. "First example of samarium diiodide-promoted sequential cyclization and ring-expansion reactions of α-bromomethyl cyclic β-keto esters to homologated γ-keto esters". . p. 4059 - 4062. Retrieved 2007/10/03.