Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

Base Information

• Chemical Name: Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride
• CAS No.: 52763-21-0
• Molecular Formula: C15H20ClNO3
• Molecular Weight: 297.782
• Hs Code.: 29339900
• European Community (EC) Number: 258-162-5
• NSC Number: 117336
• Mol file: 52763-21-0.mol

Synonyms:52763-21-0;ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride;Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride;Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride;1-Benzyl-4-ethoxycarbonyl-3-piperidone hydrochloride;MFCD00012792;Ethyl N-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride;ETHYL 1-BENZYL-3-OXO-PIPERIDINE-4-CARBOXYLATE HCL;Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate, HCl;ethyl 1-benzyl-3-oxopiperidine-4-carboxylate;hydrochloride;Ethyl N-benzyl-3-oxopiperidine-4-carboxylate hydrochloride;1-Benzyl-3-piperidone-4-carboxylic Acid Ethyl Ester Hydrochloride;EINECS 258-162-5;SCHEMBL184070;Ethyl N-benzyl-3-piperidone-4-carboxylate hydrochloride;UQOMEAWPKSISII-UHFFFAOYSA-N;BCP16062;CS-D0511;1-benzyl-3-oxopiperidine-4-carboxylic acid ethyl ester hydrochloride;NSC117336;AKOS005146128;AC-1269;NSC-117336;PS-7144;SY004989;AM20060230;E0855;FT-0616293;EN300-35004;A829240;ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate HCl;J-520519;1-benzyl-3-keto-4-carbethoxy piperidine hydrochloride;1-benzyl-4-carbethoxy-3-oxo-piperidine-hydrochloride;1-benzyl-4-(ethoxycarbonyl)-3-oxopiperidinium chloride;Ethyl 1-Benzyl-3-piperidone-4-carboxylate Hydrochloride;ethyl N-benzyl-3-oxo-4-piperidine carboxylate hydrochloride;Ethyl-1-benzyl-3-oxo-4-piperidine carboxylate hydrochloride;Ethyl-3-oxo-N-benzylpiperidine-4-carboxylate hydrochloride;ethyl-n-benzyl-3-oxo-4-piperidin-carboxylate hydrochloride;ethyl-N-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride;ethyl 1-benzyl-3-oxopiperidine-4-carboxylate monohydrochloride;1-Benzyl-3-oxo-4-piperidinecarboxylic Acid Ethyl Ester Hydrochloride;ethyl (SR)-N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride;ethyl 3-oxo-1-(phenylmethyl)-piperidine-4-carboxylate hydrochloride;1-benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester hydrochloride;1-benzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester hydrochloride salt;Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride, technical grade

Chemical Property of Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

Chemical Property:

• Appearance/Colour: white to brown crystalline powder
• Vapor Pressure: 1.26E-05mmHg at 25°C
• Melting Point: 162 °C (dec.)(lit.)
• Boiling Point: 368.6 °C at 760 mmHg
• Flash Point: 176.7 °C
• PSA: 46.61000
• Density: 1.154 g/cm³
• LogP: 2.38060
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: NH4OH: soluble25mg/mL, clear, yellow ((Methanol))
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 297.1131712
• Heavy Atom Count: 20
• Complexity: 323

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate, HCl ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CCN(CC1=O)CC2=CC=CC=C2.Cl
• Uses: Ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride was used in the synthesis of chromeno[3,4-c]pyridin-5-ones. It was used as building block for the syntheses of receptor agonists and antagonists. It was used as starting reagent in the synthesis of 4-amino-5-chloro-2-methoxy-N-[1-[5-(1-methylindol-3-ylcarbonylamino)pentyl]piperidin-4-ylmethyl]benzamide derivative.

Technology Process of Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

There total 5 articles about Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 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: 94.0%

4-[benzyl(ethoxycarbonylmethyl)amino]butyric acid ethyl ester (63876-32-4) → ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0)

Guidance literature:

4-[benzyl(ethoxycarbonylmethyl)amino]butyric acid ethyl ester; With sodium ethanolate; In toluene; at 20 - 85 ℃; for 3.5h; Large scale;

With hydrogenchloride; In water; toluene; Large scale;

DOI:10.1021/op034006v

Reference yield: 76.8%

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate (39514-19-7) → ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0)

Guidance literature:

With hydrogenchloride; In ethanol; at 22 ℃; for 0.5h; Inert atmosphere; Large scale;

DOI:10.1021/op0498114

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) → ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (52763-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / 1,4-dioxane / 22 h / Reflux; Large scale

2.1: sodium ethanolate / toluene / 3.5 h / 20 - 85 °C / Large scale

2.2: Large scale

With sodium ethanolate; triethylamine; In 1,4-dioxane; toluene;

DOI:10.1021/op034006v

upstream raw materials:

ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate

Ethyl 4-bromobutyrate

ethyl 2-(benzylamino)acetate

4-[benzyl(ethoxycarbonylmethyl)amino]butyric acid ethyl ester

Downstream raw materials:

8-benzyl-2-morpholino-6,7,8,9-tetrahydropyrido<3,4-d>-1,2,4-triazolo<1,5-a>pyrimidin-5(10H)-one

(SR)-1,4-dibenzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester

1-benzyl-5-(trifluoromethanesulfonoyloxy)-3,6-dihydro-2H-pyridine-4-carboxylic acid ethyl ester

ethyl N-tert-butoxycarbonyl-4-methyl-3-oxopiperidine-4-carboxylate

Refernces

• 1、 Connolly, Terrence J.,Matchett, Michael,Sarma, Keshab. "Process development and scale-up of a selective α1- adrenoceptor antagonist". . p. 80 - 87. Retrieved 2012/12/24.
• 2、 -. "Process for the preparation of ethanesul fonyl-piperidine derivatives". . . Retrieved 2008/06/13.