Ethyl Nipecotate

Base Information

• Chemical Name: Ethyl Nipecotate
• CAS No.: 71962-74-8
• Molecular Formula: C8H15NO2
• Molecular Weight: 157.213
• Mol file: 71962-74-8.mol

Synonyms:Ethyl piperidine-3-carboxylate (+-)-;ethyl piperidine-3-carboxylate;

Chemical Property of Ethyl Nipecotate

Chemical Property:

• Vapor Pressure: 0.042mmHg at 25°C
• Refractive Index: n20/D 1.460(lit.)
• Boiling Point: 238.6 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 38.33000
• Density: 1.003 g/cm³
• LogP: 0.87790
• Water Solubility.: miscible

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 3-Piperidinecarboxylate 95 ^*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

Useful:

Technology Process of Ethyl Nipecotate

There total 17 articles about Ethyl Nipecotate 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: 99.0%

3-pyridinecarboxylic acid ethyl ester (614-18-6) → Ethyl nipecotate (71962-74-8)

Guidance literature:

With hydrogen; In hexane; at 100 ℃; for 24h; under 7600.51 Torr; Temperature; Pressure; Autoclave;

DOI:10.1021/jacs.8b06015

Reference yield: 92.0%

ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate (3335-05-5) → Ethyl nipecotate (71962-74-8)

Guidance literature:

With platinum on carbon; hydrogen; In acetic acid; at 100 ℃; under 75007.5 Torr; Continuous flow;

DOI:10.1002/ejoc.200801131

Reference yield: 86.0%

(S)-di-(ethylnipecotate)-L-(dibenzoyl)tartrate salt → Ethyl nipecotate (71962-74-8)

Guidance literature:

With sodium carbonate; In tert-butyl methyl ether; water;

DOI:10.1021/op049941c

upstream raw materials:

3-pyridinecarboxylic acid ethyl ester

ethanol

nipecotic acid

1,4-dioxane

Downstream raw materials:

1-(2-hydroxy-3-o-tolyloxy-propyl)-piperidine-3-carboxylic acid ethyl ester

1-(2-Benzyloxy-ethyl)-piperidine-3-carboxylic acid ethyl ester

(R)-ethyl nipecotate

(S)-(+)-nipecotic acid ethyl ester

Refernces

• 1、 Raynor,Thomas,Raja,Johnson,Bell,Mantle. "A one-step, enantioselective reduction of ethyl nicotinate to ethyl nipecotinate using a constrained, chiral, heterogeneous catalyst". . p. 1925 - 1926. Retrieved 2000.
• 2、 Jiao, Yang,Chen, Anrong,Yu, Bangkui,Huang, Hanmin. "Br?nsted Acid Catalyzed Cyclization of Aminodiazoesters with Aldehydes to 3a'Carboxylatea'Na'Heterocycles". supporting information. p. 6031 - 6034. Retrieved 2020/09/01.
• 3、 Miyamura, Hiroyuki,Suzuki, Aya,Yasukawa, Tomohiro,Kobayashi, Shu. "Polysilane-Immobilized Rh-Pt Bimetallic Nanoparticles as Powerful Arene Hydrogenation Catalysts: Synthesis, Reactions under Batch and Flow Conditions and Reaction Mechanism". supporting information. p. 11325 - 11334. Retrieved 2018/09/06.