Ethyl 2-oxo-4-phenylbut-3-ynoate

Base Information

• Chemical Name: Ethyl 2-oxo-4-phenylbut-3-ynoate
• CAS No.: 1619-73-4
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• DSSTox Substance ID: DTXSID80402144
• Nikkaji Number: J607.791I
• Wikidata: Q82205517
• Mol file: 1619-73-4.mol

Synonyms:ethyl 2-oxo-4-phenylbut-3-ynoate;1619-73-4;3-Butynoic acid, 2-oxo-4-phenyl-, ethyl ester;ethyl phenylethynyl-glyoxylate;SCHEMBL7640908;DTXSID80402144;2-Oxo-4-phenyl-3-butynoic acid ethyl ester

Chemical Property of Ethyl 2-oxo-4-phenylbut-3-ynoate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-oxo-4-phenylbut-3-ynoate

There total 9 articles about Ethyl 2-oxo-4-phenylbut-3-ynoate 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 2-(benzotriazol-1-yl)-2-ethoxy-4-phenyl-3-butynoate (171815-56-8) → ethyl 2-oxo-4-phenylbut-3-ynoate (1619-73-4)

Guidance literature:

With hydrogenchloride; In acetone; at 5 - 20 ℃; for 0.333333h;

DOI:10.1021/jo00128a038

Reference yield: 87.0%

Ethyl oxalyl chloride (4755-77-5) + phenylacetylene (536-74-3) → ethyl 2-oxo-4-phenylbut-3-ynoate (1619-73-4)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; triethylamine; at 20 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0034-1378358

Reference yield: 85.0%

rac-2-hydroxy-4-phenyl-3-butynoic acid ethyl ester (20207-18-5) → ethyl 2-oxo-4-phenylbut-3-ynoate (1619-73-4)

Guidance literature:

With calcium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; In acetonitrile; at 0 - 20 ℃; for 1.5h;

DOI:10.1039/c3ra41721b

upstream raw materials:

imidazol-1-yl-oxo-acetic acid ethyl ester

phenylacetylene

monoethoxyoxalic acid N-methoxy-N-methylamide

(phenylethynyl)sodium

Downstream raw materials:

ethyl 2-phenylethynyl-1,3-dioxolane-2-carboxylate

3-(4-chlorophenyl)-4-(phenylethynyl)-1-tosyl-1H-pyrrol-2,5-dione

3-cyclohexenyl-4-(phenylethynyl)-1-tosyl-1H-pyrrol-2,5-dione

3-(3-nitrophenyl)-4-(phenylethynyl)-1-tosyl-1H-pyrrol-2,5-dione