Ethyl 1-cyanocyclohexanecarboxylate

Base Information

• Chemical Name: Ethyl 1-cyanocyclohexanecarboxylate
• CAS No.: 1130-21-8
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.235
• Hs Code.: 2926909090
• European Community (EC) Number: 840-796-4
• DSSTox Substance ID: DTXSID90451229
• Nikkaji Number: J903.251G
• Wikidata: Q82271148
• Mol file: 1130-21-8.mol

Synonyms:1130-21-8;Ethyl 1-cyanocyclohexane-1-carboxylate;Ethyl 1-cyanocyclohexanecarboxylate;1-cyano-cyclohexanecarboxylic acid ethyl ester;SCHEMBL2505;DTXSID90451229;Ethyl1-cyanocyclohexanecarboxylate;ZCBMUZAFIHZTSW-UHFFFAOYSA-N;BAA13021;MFCD19313902;AKOS017437624;SB30771;BS-25683;1-Cyanocyclohexanecarboxylic acid ethyl ester;CS-0210093;FT-0768288;EN300-189944;V10153;Z848515544

Chemical Property of Ethyl 1-cyanocyclohexanecarboxylate

Chemical Property:

• Boiling Point: 121-122 °C(Press: 18 Torr)
• PSA: 50.09000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 2.02358
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 181.110278721
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

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

1-Cyano-cyclohexanecarboxylicacidethylester 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCCCC1)C#N
• Recent ClinicalTrials: Safety and Efficacy Study in Acute Ischaemic Stroke
• Recent EU Clinical Trials: A Phase IIa, Multi-Centre Study to Evaluate the Safety and Efficacy of V10153 in Acute Ischaemic Stroke

Technology Process of Ethyl 1-cyanocyclohexanecarboxylate

There total 16 articles about Ethyl 1-cyanocyclohexanecarboxylate 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: 79.0%

1,5-dibromo-pentane (111-24-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl 1-cyanocyclohexane-1-carboxylate (1130-21-8)

Guidance literature:

ethyl 2-cyanoacetate; With caesium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

1,5-dibromo-pentane; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cmdc.202000303

Reference yield: 61.0%

Cyclohexyl iodide (626-62-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl 1-cyanocyclohexane-1-carboxylate (1130-21-8)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 20 ℃; for 2h;

DOI:10.1002/adsc.201300982

Reference yield: 56.0%

1,5-dibromo-pentane (111-24-0) + Ethyl isocyanoacetate (2999-46-4) → ethyl 1-cyanocyclohexane-1-carboxylate (1130-21-8)

Guidance literature:

With sodium hydride; In diethyl ether; dimethyl sulfoxide; for 0.333333h; Heating;

upstream raw materials:

ethyl 2-cyanohept-6-enoate

Aethyl-7-brom-2-cyanheptanoat

2-Cyan-2-ethoxycarbonyl-cyclopentyl-⁽¹⁾-peressigaeure-tert.-butylester

1-Cyan-3-tert.-butylperoxycarbonyl-cyclohexancarbonsaeure-ethylester

Downstream raw materials:

1-amino-1-cyclohexanecarboxylic acid ethyl ester

(1-(aminomethyl)cyclohexyl)methanol

1-Aminomethylcyclohexane-1-carboxylic acid ethyl ester

ethyl 1-(aminomethyl)cyclohexanecarboxylate hydrochloride

Refernces

• 1、 Kurihara,T. et al.. "-". . p. 2455 - 2458. Retrieved 1976.
• 2、 He, Tian,Gao, Wen-Chao,Wang, Wei-Kun,Zhang, Chi. "Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide". supporting information. p. 1113 - 1118. Retrieved 2014/04/03.
• 3、 -. "6-O-SUBSTITUTED BENZOXAZOLE AND BENZOTHIAZOLE COMPOUNDS AND METHODS OF INHIBITING CSF-1R SIGNALING". Page/Page column 39-40. . Retrieved 2008/06/13.