Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester

Base Information

• Chemical Name: Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester
• CAS No.: 19411-80-4
• Molecular Formula: C13H13ClO3
• Molecular Weight: 252.697
• DSSTox Substance ID: DTXSID50327219
• Mol file: 19411-80-4.mol

Synonyms:19411-80-4;Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester;2-(4-Chlorobenzylidene)acetoacetic acid ethyl ester;ethyl 2-[(4-chlorophenyl)methylidene]-3-oxobutanoate;SCHEMBL4778485;DTXSID50327219

Chemical Property of Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 252.0553220
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=C(C=C1)Cl)C(=O)C

Technology Process of Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, ethyl ester

There total 7 articles about Butanoic acid, 2-[(4-chlorophenyl)methylene]-3-oxo-, 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: 90.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) → 2-(4-chlorophenylmethylene)acetoacetic acid ethyl ester (19411-80-4)

Guidance literature:

4-chlorobenzaldehyde; With L-proline; In dimethyl sulfoxide; at 20 ℃;

ethyl acetoacetate; In dimethyl sulfoxide; at 80 ℃;

DOI:10.1016/j.tetlet.2018.05.009

Reference yield: 80.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) → (E)-ethyl 2-(4-chlorobenzylidene)-3-oxobutanoate (19411-80-4,20047-98-7,24405-40-1)

Guidance literature:

With niobium pentachloride; at 20 ℃; for 1.5h; neat (no solvent);

DOI:10.1016/j.tetlet.2009.03.015

Reference yield: 40.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) → (Z)-ethyl 2-(4-chlorobenzylidene)-3-oxobutanoate (19411-80-4,24405-40-1,20047-98-7)

Guidance literature:

With piperidine; acetic acid;

DOI:10.1080/00304940809458093

upstream raw materials:

ethyl acetoacetate

4-chlorobenzaldehyde

Downstream raw materials:

4-(4-chlorophenyl) 4,5-dihydro-3-ehoxycarbonyl 2,5,5-trimethylfuran

3-(4-chlorophenyl)pentane-1,5-dioic acid

4-amino-3-(4-chlorophenyl)butanoic acid

3-(p-chlorophenyl)glutaramic acid

Refernces

• 1、 Priyanka,Sharma, Rajesh K.,Butcher, Ray J.,Katiyar, Diksha. "Facile construction of 4H-chromenes via Michael addition of phenols to benzylidene oxobutanoates and their successful conversion into pyranocoumarins". supporting information. p. 2347 - 2351. Retrieved 2018/05/24.
• 2、 -. "A balufen green industrial production method (by machine translation)". Paragraph 0022. . Retrieved 2017/05/02.