Ethyl 2-oxocycloheptanecarboxylate

Base Information

• Chemical Name: Ethyl 2-oxocycloheptanecarboxylate
• CAS No.: 774-05-0
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• Hs Code.: 2918300090
• European Community (EC) Number: 809-505-8
• NSC Number: 131082
• DSSTox Substance ID: DTXSID20299499
• Nikkaji Number: J398.006E
• Mol file: 774-05-0.mol

Synonyms:ethyl 2-oxocycloheptanecarboxylate;774-05-0;Ethyl 2-oxo-cycloheptanecarboxylate;ethyl 2-oxocycloheptane-1-carboxylate;Ethyl2-Oxocycloheptanecarboxylate;Cycloheptanecarboxylic acid, 2-oxo-, ethyl ester;MFCD00604086;ETHYL 2-OXO-1-CYCLOOCTANECARBOXYLATE 9&;NSC131082;2-carbetoxycycloheptanone;2-carbethoxycycloheptanone;2-carboethoxycycloheptanone;2-carbethoxy-cycloheptanone;2-carboethoxy-cycloheptanone;SCHEMBL3656801;DTXSID20299499;MKRBAWHVHOVBOQ-UHFFFAOYSA-N;FD9024;AKOS003671428;AKOS016842450;NSC-131082;AS-49319;SY017443;CS-0099478;E1056;FT-0688737;EN300-42080;2-oxo-cycloheptane-1-carboxylic acid ethyl ester;A847750;Q-103575;Z425453600

Chemical Property of Ethyl 2-oxocycloheptanecarboxylate

Chemical Property:

• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 268.7 °C at 760 mmHg
• PKA: 12.06±0.20(Predicted)
• Flash Point: 113.5 °C
• PSA: 43.37000
• Density: 1.053 g/cm³
• LogP: 2.08900
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Oxocycloheptanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CCCCCC1=O
• Uses: Ethyl 2-Oxocycloheptanecarboxylate is used in the synthesis of fused tricyclic coumarin sulfonate derivatives which exhibits antiproliferative activity against a panel of 57 human cancer cell lines.

Technology Process of Ethyl 2-oxocycloheptanecarboxylate

There total 12 articles about Ethyl 2-oxocycloheptanecarboxylate 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: 98.0%

Diethyl carbonate (105-58-8,76619-83-5) + cycloheptanone (502-42-1) → ethyl cycloheptanone-2-carboxylate (774-05-0)

Guidance literature:

Diethyl carbonate; With sodium hydride; In toluene; mineral oil; at 20 - 100 ℃; Inert atmosphere;

cycloheptanone; In toluene; mineral oil; at 100 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/ol3002267

Reference yield: 97.0%

1-hydroxy-1-ethoxycarbonyl-diazomethylcyclohexane (27262-60-8) → ethyl cycloheptanone-2-carboxylate (774-05-0)

Guidance literature:

With dirhodium tetraacetate; In dichloromethane; acetonitrile; for 1.75h;

DOI:10.1002/chem.201602133

Reference yield: 81.0%

diazoacetic acid ethyl ester (623-73-4) + 4-(4-t-butyldimethylsilyloxyphenyl)cyclohexanone → ethyl cycloheptanone-2-carboxylate (774-05-0)

Guidance literature:

4-(4-t-butyldimethylsilyloxyphenyl)cyclohexanone; With boron trifluoride diethyl etherate; In diethyl ether; for 0.333333h; Inert atmosphere;

diazoacetic acid ethyl ester; In diethyl ether; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.08.006

upstream raw materials:

diethyl suberate

oxalic acid diethyl ester

cycloheptanone

Diethyl carbonate

Downstream raw materials:

1,4,5,6,7,8-Hexahydro-2-phenyl-cycloheptapyrazol-3(2H)-on

2-Carbethoxy-2-phenylselenocycloheptanon

3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazol-3-one

5,6,7,8-tetrahydro-4H-cyclohepta[d]isoxazol-3-ol

Refernces

• 1、 Chen, Siyu,He, Haoyu,Hu, Jiayu,Hu, Jingcheng,Jiao, Ying,Lei, Aiwen,Liu, Xue,Ma, Rui,Wang, Hongfei,Xu, Zhexi,Zeng, Li. "Electrochemical Difunctionalization of Terminal Alkynes: Access to 1,4-Dicarbonyl Compounds". supporting information. . Retrieved 2022/01/04.
• 2、 Santra, Surojit,Maji, Ujjwal,Guin, Joyram. "Enantioselective α-Amination of Acyclic 1,3-Dicarbonyls Catalyzed by N-Heterocyclic Carbene". supporting information. p. 468 - 473. Retrieved 2020/02/04.