Ethyl oxo(piperidin-1-YL)acetate

Base Information

• Chemical Name: Ethyl oxo(piperidin-1-YL)acetate
• CAS No.: 53074-96-7
• Molecular Formula: C9H15NO3
• Molecular Weight: 185.223
• Hs Code.: 2933399090
• European Community (EC) Number: 258-343-9
• UNII: D7IIF4X1TU
• DSSTox Substance ID: DTXSID60201157
• Nikkaji Number: J295.877E
• Wikidata: Q27093419
• Metabolomics Workbench ID: 147006
• Mol file: 53074-96-7.mol

Synonyms:53074-96-7;Ethyl 1-piperidineglyoxylate;ETHYL OXO(PIPERIDIN-1-YL)ACETATE;ethyl 2-oxo-2-(piperidin-1-yl)acetate;Ethyl 1-piperidineoxoacetate;ethyl 2-oxo-2-piperidin-1-ylacetate;Ethyl1-piperidineglyoxylate;D7IIF4X1TU;EINECS 258-343-9;AI3-26189;1-Piperidineacetic acid, .alpha.-oxo-, ethyl ester;N-ethoxalylpiperidine;1w8m;UNII-D7IIF4X1TU;D0P8IK;SCHEMBL1819086;DTXSID60201157;Ethyl oxo(1-piperidinyl)acetate #;MFCD00006485;AKOS000444140;DB02419;2-(Piperidino)glyoxylic acid ethyl ester;CS-0319884;FT-0640127;ETHYL .ALPHA.-OXO-1-PIPERIDINEACETATE;1-Piperidineacetic acid, alpha-oxo-, ethyl ester;Q27093419

Chemical Property of Ethyl oxo(piperidin-1-YL)acetate

Chemical Property:

• Vapor Pressure: 0.0116mmHg at 25°C
• Refractive Index: 1.4735-1.4755
• Boiling Point: 261.3 °C at 760 mmHg
• Flash Point: 111.8 °C
• PSA: 46.61000
• Density: 1.12 g/cm³
• LogP: 0.49990
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 185.10519334
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

ethyloxo(piperidin-1-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)N1CCCCC1

Technology Process of Ethyl oxo(piperidin-1-YL)acetate

There total 9 articles about Ethyl oxo(piperidin-1-YL)acetate 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: 97.0%

piperidine (110-89-4) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 2-oxo-2-(piperidine-1-yl)acetate (53074-96-7)

Guidance literature:

With palladium 10% on activated carbon; oxygen; tetra-(n-butyl)ammonium iodide; at 60 ℃; for 2h; under 5320.36 Torr; Reagent/catalyst; Solvent; Temperature; Time; Autoclave;

DOI:10.1021/jo401038e

Reference yield: 96.0%

piperidine (110-89-4) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-oxo-2-(piperidine-1-yl)acetate (53074-96-7)

Guidance literature:

Ethyl oxalyl chloride; With pyridine; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

piperidine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201806159

Reference yield: 81.0%

1-ethyl-piperidine (766-09-6) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 2-oxo-2-(piperidine-1-yl)acetate (53074-96-7)

Guidance literature:

With 10 mol% palladium on carbon; oxygen; potassium iodide; In acetonitrile; at 100 ℃; for 24h; under 4560.31 Torr; Autoclave;

DOI:10.1039/c9nj04156g

upstream raw materials:

piperidine

oxalic acid diethyl ester

hydroxyimino-piperidino-acetic acid ethyl ester

N,N'-diacetyl-oxalamide

Downstream raw materials:

C₂₄H₂₉NO₅

2-oxo-2-(piperidin-1-yl)acetic acid

piperidine

ethyl (4-nitroindol-3-yl)-2-oxoacetate

Refernces

• 1、 Jouffroy, Matthieu,Kong, Jongrock. "Direct C?H Carbamoylation of Nitrogen-Containing Heterocycles". supporting information. p. 2217 - 2221. Retrieved 2019/01/30.
• 2、 Westwood, Matthew T.,Lamb, Claire J. C.,Sutherland, Daniel R.,Lee, Ai-Lan. "Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles". supporting information. p. 7119 - 7123. Retrieved 2019/09/03.