N-Carbethoxy-4-piperidone

Base Information

• Chemical Name: N-Carbethoxy-4-piperidone
• CAS No.: 29976-53-2
• Molecular Formula: C8H13NO3
• Molecular Weight: 171.196
• Hs Code.: 29333999
• European Community (EC) Number: 249-984-5
• NSC Number: 139022
• UNII: 7H5JX1S259
• DSSTox Substance ID: DTXSID0057704
• Nikkaji Number: J27.978A
• Wikidata: Q27268281
• Mol file: 29976-53-2.mol

Synonyms:N-Carbethoxy-4-piperidone;29976-53-2;Ethyl 4-oxopiperidine-1-carboxylate;Ethyl 4-oxo-1-piperidinecarboxylate;N-Carboethoxy-4-piperidone;1-Ethoxycarbonyl-4-piperidone;1-Carbethoxy-4-piperidone;1-Piperidinecarboxylic acid, 4-oxo-, ethyl ester;4-Oxo-1-piperidinecarboxylic acid ethyl ester;1-(Ethoxycarbonyl)-4-piperidone;MFCD00006188;N-Ethoxycarbonyl-4-piperidone;1-Ethoxycarbonyl-4-piperidinone;1-Ethoxycarbonyl-4-oxopiperidine;UNII-7H5JX1S259;N-Ethoxycarbonyl-4-piperidinone;DTXSID0057704;7H5JX1S259;EINECS 249-984-5;NSC-139022;4-oxo-piperidine-1-carboxylic acid ethyl ester;N-Carbethoxy-4-piperidon;ethyl 4-oxopiperidinecarboxylate;Loratadine impurity H;1-carboethoxy-4-piperidone;n-carbethoxy-4-piperidinone;1-carbethoxypiperidin-4-one;SCHEMBL158497;DTXCID8031493;Ethyl 4-Piperidone-N-carboxylate;BCP23114;HY-Y0217;Tox21_113793;NSC139022;STL183271;ethyl 4-oxo-piperidine-1-carboxylate;AKOS000119559;GS-3033;NSC 139022;1-(CARBOETHOXY)-4-PIPERIDINONE;NCGC00253669-01;Ethyl 4-oxo-1-piperidinecarboxylate, 98%;CAS-29976-53-2;LORATADINE IMPURITY H [EP IMPURITY];A5543;AM20090403;CS-0008473;E0403;FT-0607567;4-Oxopiperidine-1-carboxylic acid ethyl ester;EN300-15626;SR-01000944742;SR-01000944742-1;W-106965;Q27268281;Z33618657;F1908-0061;ethyl 4-oxopiperidine-1-carboxylate;ethyl4-oxopiperidine-1-carboxylate;Loratadine impurity H, European Pharmacopoeia (EP) Reference Standard

Chemical Property of N-Carbethoxy-4-piperidone

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow colored liquid
• Vapor Pressure: 0.00574mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• Boiling Point: 273.4 °C at 760 mmHg
• PKA: -1.59±0.20(Predicted)
• Flash Point: 87.8 °C
• PSA: 46.61000
• Density: 1.155 g/cm³
• LogP: 0.74570
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99.9% ^*data from raw suppliers

N-Carbethoxy-4-piperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/38-22-36/37/38-20/21/22
• Safety Statements: 23-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCC(=O)CC1
• Uses: N-Carbethoxy-4-piperidone is used in the preparation of 3-hydrazinopyridazines as antihypertensive agents as well as γ-carboline derivatives as potential serotonergic agents. N-Carbethoxy-4-piperidone is also an Impurity of Loratadine (L469575). N-Carbethoxy-4-piperidone (Loratadine EP Impurity H) is used in the preparation of 3-hydrazinopyridazines as antihypertensive agents as well as γ-carboline derivatives as potential serotonergic agents. N-Carbethoxy-4-piperidone is also an impurity of Loratadine (L469575). Ethyl 4-oxo-1-piperidinecarboxylate (1-carbethoxy-4-piperidone) was used to prepare tertiary alcohols.

Technology Process of N-Carbethoxy-4-piperidone

There total 13 articles about N-Carbethoxy-4-piperidone 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: 98.2%

4-oxo-piperidine-1,3-dicarboxylic acid diethyl ester (53601-94-8) → N-ethoxycarbonyl-4-piperidone (29976-53-2)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 83 - 85 ℃; for 7h;

Reference yield: 98.0%

4-piperidone hydrochloride (41979-39-9) + chloroformic acid ethyl ester (541-41-3) → N-ethoxycarbonyl-4-piperidone (29976-53-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield: 76.0%

1-phenylmethyl-4-piperidone (3612-20-2) + chloroformic acid ethyl ester (541-41-3) → N-ethoxycarbonyl-4-piperidone (29976-53-2)

Guidance literature:

In benzene; for 5h; Heating;

upstream raw materials:

1-Methyl-4-piperidone

chloroformic acid ethyl ester

4-piperidone hydrochloride

1,4-dioxa-8-aza-spiro[4.5]decane-8-carboxylic acid ethyl ester

Downstream raw materials:

4-Benzoyloxy-4-(4-bromo-isoquinolin-1-yl)-piperidine-1-carboxylic acid ethyl ester

ethyl 4-aminopiperidine-1-carboxylate

ethyl 4-chloro-3-formyl-5,6-dihydropyridine-1(2H)-carboxylate

4-(1-benzyl-1H-imidazol-2-yl)-4-hydroxy-piperidine-1-carboxylic acid ethyl ester

Refernces

• 1、 Zhu, Fuqiang,Aisa, Haji A.,Zhang, Jian,Hu, Tianwen,Sun, Changliang,He, Yang,Xie, Yuanchao,Shen, Jingshan. "Development of a Robust Process for the Preparation of High-Quality 4-Methylenepiperidine Hydrochloride". . p. 91 - 96. Retrieved 2018/02/06.
• 2、 -. "ANTI-BACTERIAL COMPOUNDS". Page/Page column 116; 118. . Retrieved 2017/06/28.