Ethyl 3-oxopyrrolizine-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-oxopyrrolizine-2-carboxylate
• CAS No.: 75413-10-4
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.186
• NSC Number: 81372
• DSSTox Substance ID: DTXSID90292295
• Nikkaji Number: J875.240K
• Wikidata: Q82030545
• Mol file: 75413-10-4.mol

Synonyms:ethyl 3-oxopyrrolizine-2-carboxylate;75413-10-4;NSC81372;DTXSID90292295;CCG-40450;NSC-81372

Chemical Property of Ethyl 3-oxopyrrolizine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Boiling Point: 260.2°C at 760 mmHg
• Flash Point: 111.1°C
• PSA: 48.30000
• Density: 1.29g/cm³
• LogP: 1.08840
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

99% ^*data from raw suppliers

3-oxo-3H-Pyrrolizine-2-carboxylicacidethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC=CN2C1=O

Technology Process of Ethyl 3-oxopyrrolizine-2-carboxylate

There total 5 articles about Ethyl 3-oxopyrrolizine-2-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: 42.0%

ethanol (64-17-5) + 3-Oxo-3H-pyrrolizin-2-carbonsaeurechlorid (75413-08-0) → Ethyl 3-oxo-3H-pyrrolizine-2-carboxylate (75413-10-4)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

Reference yield: 6.0%

Diethyl 2-<(pyrrol-2-yl)methylidene>malonate (91642-12-5) → Pyrrolizin-3-one (34610-37-2) + Ethyl 3-oxo-3H-pyrrolizine-2-carboxylate (75413-10-4)

Guidance literature:

at 600 ℃; for 0.333333h; under 0.008 Torr;

DOI:10.1039/a701749i

Reference yield:

2-pyrrole aldehyde (1003-29-8,254729-95-8) → Ethyl 3-oxo-3H-pyrrolizine-2-carboxylate (75413-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / piperidine, glacial acetic acid / toluene / Ambient temperature

2: 30 percent / 0.33 h / 600 °C / 0.01 Torr

With piperidine; acetic acid; In toluene;

DOI:10.1039/a701749i

upstream raw materials:

ethanol

3-Oxo-3H-pyrrolizin-2-carbonsaeurechlorid

Diethyl 2-<(pyrrol-2-yl)methylidene>malonate

2-pyrrole aldehyde

Refernces

• 1、 Neidlein, Richard,Jeromin, Guenther. "Einfache Synthese von 3-Oxo-3H-pyrrolizin-2-carbonsaeure und einigen Derivaten". . p. 3090 - 3095. Retrieved 2007/10/02.