1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester

Base Information

• Chemical Name: 1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester
• CAS No.: 40624-43-9
• Molecular Formula: C18H15NO3
• Molecular Weight: 293.322
• DSSTox Substance ID: DTXSID30473268
• Nikkaji Number: J1.885.140G
• Wikidata: Q82302572
• Mol file: 40624-43-9.mol

Synonyms:Ethyl 3-benzoylindolizine-1-carboxylate;1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester;40624-43-9;DTXSID30473268;1-ethoxycarbonyl-3-benzoylindolizine

Chemical Property of 1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 293.10519334
• Heavy Atom Count: 22
• Complexity: 417

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C2C=CC=CN2C(=C1)C(=O)C3=CC=CC=C3

Technology Process of 1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester

There total 18 articles about 1-Indolizinecarboxylic acid, 3-benzoyl-, ethyl ester 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: 96.0%

N-phenacylpyridinium bromide (16883-69-5) + ethyl acrylate (140-88-5,9003-32-1) → 3-benzoyl-indolizine-1-carboxylic acid ethyl ester (40624-43-9)

Guidance literature:

With sodium acetate; copper(II) acetate monohydrate; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Reagent/catalyst; Solvent; Catalytic behavior;

DOI:10.1039/c2ra21213g

Reference yield: 92.0%

pyridine (110-86-1) + α-bromoacetophenone (70-11-1) + propynoic acid ethyl ester (623-47-2) → 3-benzoyl-indolizine-1-carboxylic acid ethyl ester (40624-43-9)

Guidance literature:

With aluminum oxide; for 0.133333h; microwave irradiation;

DOI:10.1021/ol020238n

Reference yield: 87.0%

Phenylpropargyl aldehyde (2579-22-8) + ethyl 2-(pyridinyl-2)acetate (2739-98-2) → 3-benzoyl-indolizine-1-carboxylic acid ethyl ester (40624-43-9)

Guidance literature:

With oxygen; In toluene; at 100 ℃; for 8h; under 760.051 Torr; Solvent; Temperature; Sealed tube;

DOI:10.1021/acs.joc.8b02883

upstream raw materials:

α-bromoacetophenone

pyridine

propynoic acid ethyl ester

ethyl 2-(pyridinyl-2)acetate

Downstream raw materials:

3-benzoylindolizine-1-carboxylic acid