Ethyl 4-cyanopiperidine-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-cyanopiperidine-1-carboxylate
• CAS No.: 182808-28-2
• Molecular Formula: C₉H₁₄N₂O₂
• Molecular Weight: 182.222
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20398890
• Wikidata: Q72473967
• Mol file: 182808-28-2.mol

Synonyms:Ethyl 4-cyanopiperidine-1-carboxylate;182808-28-2;4-Cyano-1-piperidinecarboxylic Acid Ethyl Ester;4-Cyano-piperidine-1-carboxylic acid ethyl ester;MFCD03840836;4-Cyano-N-(ethoxycarbonyl)piperidine;SCHEMBL5035936;1-PIPERIDINECARBOXYLIC ACID, 4-CYANO-, ETHYL ESTER;DTXSID20398890;HAPWNLVBWKCSLT-UHFFFAOYSA-N;4-Cyano-N-ethoxycarbonylpiperidine;ethyl 4-cyano-1-piperidinecarboxylate;Ethyl 4-Cyanopiperdine-1-Carboxylate;AKOS006239540;AB16708;A4044;CS-0137420;FT-0653204;E80346;J-011698

Chemical Property of Ethyl 4-cyanopiperidine-1-carboxylate

Chemical Property:

• Appearance/Colour: Colourless Oil
• Vapor Pressure: 0.000555mmHg at 25°C
• Refractive Index: 1.491
• Boiling Point: 311.7 °C at 760 mmHg
• PKA: -3.09±0.40(Predicted)
• Flash Point: 142.3 °C
• PSA: 53.33000
• Density: 1.11 g/cm³
• LogP: 1.31638
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 182.105527694
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-Cyanopiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCC(CC1)C#N
• Uses: Ethyl 4-Cyanopiperidine-1-carboxylate (cas# 182808-28-2) is a compound useful in organic synthesis.

Technology Process of Ethyl 4-cyanopiperidine-1-carboxylate

There total 4 articles about Ethyl 4-cyanopiperidine-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: 88.0%

zinc(II) cyanide (557-21-1) + 4-methanesulfonyloxy-piperidine-1-carboxylic acid ethyl ester (199118-03-1) → ethyl 4-cyanopiperidine-1-carboxylate (182808-28-2)

Guidance literature:

With dmap; nickel(II) chloride hexahydrate; tetra-(n-butyl)ammonium iodide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; zinc; In acetonitrile; at 100 ℃; for 10h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02722

Reference yield: 84.6%

N-ethoxycarbonylpiperidine-4-carboxyamide (208179-77-5) → ethyl 4-cyanopiperidine-1-carboxylate (182808-28-2)

Guidance literature:

N-ethoxycarbonylpiperidine-4-carboxyamide; With thionyl chloride; In acetonitrile; at 0 - 20 ℃;

for 1h; Heating / reflux;

Reference yield:

N-ethoxycarbonyl-4-acetamidopiperidine + isopropyl alcohol (67-63-0,8013-70-5) → ethyl 4-cyanopiperidine-1-carboxylate (182808-28-2)

Guidance literature:

With thionyl chloride; In ethyl acetate; acetonitrile;

upstream raw materials:

N-ethoxycarbonylpiperidine-4-carboxyamide

isopropyl alcohol

zinc(II) cyanide

4-methanesulfonyloxy-piperidine-1-carboxylic acid ethyl ester