METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE

Base Information

• Chemical Name: METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE
• CAS No.: 7442-52-6
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.225
• Hs Code.: 2918300090
• Mol file: 7442-52-6.mol

Synonyms:1-Oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylicacid methyl ester; 2-Carbomethoxy-1-tetralone; 2-Methoxycarbonyl-1-tetralone;Methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate; Methyl1-tetralone-2-carboxylate; NSC 401457

Chemical Property of METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 0.000334mmHg at 25°C
• Melting Point: 84.5-86.5 °C
• Boiling Point: 319.7°C at 760 mmHg
• PKA: 10.67±0.20(Predicted)
• Flash Point: 140.5°C
• PSA: 43.37000
• Density: 1.198g/cm³
• LogP: 1.60470
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 1-Oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-2-CARBOXYLATE

There total 15 articles about METHYL 1-OXO-1,2,3,4-TETRAHYDRONAPHTHALENE-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: 100.0%

3,4-dihydronaphthalene-1(2H)-one (529-34-0) + carbonic acid dimethyl ester (616-38-6) → methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate (7442-52-6,125117-36-4)

Guidance literature:

With sodium hydride; In methanol; mineral oil; at 80 ℃; for 3h; Further stages; Inert atmosphere;

DOI:10.1016/j.bmcl.2015.12.035

Reference yield: 94.0%

methyl 2-hydroxy-1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate (134644-00-1) → methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate (7442-52-6,125117-36-4)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃;

DOI:10.1016/j.tetlet.2006.09.071

Reference yield: 92.0%

methyl cyanoformate (17640-15-2) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate (7442-52-6,125117-36-4)

Guidance literature:

3,4-dihydronaphthalene-1(2H)-one; With ammonia; lithium; In diethyl ether; tert-butyl alcohol; at -78 ℃; for 0.25h; Inert atmosphere;

methyl cyanoformate; In diethyl ether; at -78 - 0 ℃; for 0.75h; regiospecific reaction; Inert atmosphere;

DOI:10.15227/orgsyn.070.0256

upstream raw materials:

methyl 1,2,3,4-tetrahydro-1-oxo-2-naphthaleneglyoxalate

methanol

2-bis(methylthio)methylene-1-tetralone

1-tert-Butylamino-3,4-dihydro-naphthalene-2-carboxylic acid methyl ester

Downstream raw materials:

2-(2-cyano-benzyl)-1-oxo-1,2,3,4-tetrahydro-[2]naphthoic acid methyl ester

2-(hydroxymethyl)-3,4-dihydronaphthalen-1(2H)-one

3,4-dihydronaphthalene-1(2H)-one

(-)-menthyl 1-tetralone-2-carboxylate

Refernces

• 1、 -. "Pyrimidine fused ring derivative and application thereof in medicine". Paragraph 0203-0210. . Retrieved 2021/05/12.
• 2、 Chen, Pengli,Fu, Yang,Hu, Yanqin,Wang, Shuaifei,Wang, Yakun,Zhang, Conghui,Zhang, Mingwei,Zhao, Ting. "Highly Selective Difluoromethylations of β-Keto Amides with -TMSCF 2Br under Mild Conditions". supporting information. p. 1123 - 1130. Retrieved 2021/06/18.