Ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate

Base Information

• Chemical Name: Ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate
• CAS No.: 4242-17-5
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.269
• DSSTox Substance ID: DTXSID40472843
• Nikkaji Number: J1.169.971E
• Wikidata: Q82302019
• Mol file: 4242-17-5.mol

Synonyms:Ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate;4242-17-5;DTXSID40472843;Ethyl5,6,7,8-tetrahydronaphthalene-1-carboxylate;ethyl 5,6,7,8-tetrahydro-1-naphthalenecarboxylate;5,6,7,8-tetrahydro-naphthalene-1-carboxylic acid ethyl ester

Chemical Property of Ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.115029749
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

1-NAPHTHALENECARBOXYLICACID,5,6,7,8-TETRAHYDRO-,ETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC2=C1CCCC2

Technology Process of Ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate

There total 13 articles about Ethyl 5,6,7,8-tetrahydronaphthalene-1-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: 93.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + ethanol (64-17-5) + trifluoro-methanesulfonic acid 5,6,7,8-tetrahydro-naphthalen-1-yl ester (101533-70-4) → ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate (4242-17-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 20 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 92.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + ethanol (64-17-5) + 5,6,7,8-tetrahydronaphthalen-1-yl 2,3,4,5,6-pentafluorobenzenesulfonate → ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate (4242-17-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 20 ℃; for 16h; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201600736

Reference yield: 30.0%

chloroformic acid ethyl ester (541-41-3) + 2-fluoro-1-(4-iodobutyl)benzene (249922-30-3) → ethyl 5,6,7,8-tetrahydronaphthalene-1-carboxylate (4242-17-5)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(99)01434-3

upstream raw materials:

Diazoethan

5,6,7,8-tetrahydro-1-naphthalenecarboxylic acid

ethanol

chloroformic acid ethyl ester

Refernces

• 1、 Liu, Chengyun,Rong, Zeming,Sun, Zhuohua,Wang, Yong,Du, Wenqiang,Wang, Yue,Lu, Lianhai. "Quenched skeletal Ni as the effective catalyst for selective partial hydrogenation of polycyclic aromatic hydrocarbons". . p. 23984 - 23988. Retrieved 2013/11/19.