Methyl 4-(3-oxo-3-phenyl-propanoyl)benzoate

Base Information

• Chemical Name: Methyl 4-(3-oxo-3-phenyl-propanoyl)benzoate
• CAS No.: 86235-82-7
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• NSC Number: 174281
• DSSTox Substance ID: DTXSID00306150
• Wikidata: Q82053097
• ChEMBL ID: CHEMBL1814499
• Mol file: 86235-82-7.mol

Synonyms:86235-82-7;METHYL 4-(3-OXO-3-PHENYL-PROPANOYL)BENZOATE;NSC-174281;NSC174281;CHEMBL1814499;SCHEMBL11021070;DTXSID00306150

Chemical Property of Methyl 4-(3-oxo-3-phenyl-propanoyl)benzoate

Chemical Property:

• Vapor Pressure: 1.05E-08mmHg at 25°C
• Boiling Point: 461.7°Cat760mmHg
• Flash Point: 205.9°C
• Density: 1.202g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 282.08920892
• Heavy Atom Count: 21
• Complexity: 388

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=CC=C2

Technology Process of Methyl 4-(3-oxo-3-phenyl-propanoyl)benzoate

There total 8 articles about Methyl 4-(3-oxo-3-phenyl-propanoyl)benzoate 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: 68.0%

Benzaldoxime (932-90-1) + 3-(4-methoxycarbonylphenyl)-1-phenylprop-2-yn-1-one → benzonitrile (100-47-0) + 1-(4′-carbomethoxyphenyl)-3-phenyl-1,3-propanedione (86235-82-7)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 25 ℃; for 5h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c8ob01861h

Reference yield: 67.0%

methyl 4-(2-(2-oxo-2-phenylacetoxy)acetyl)benzoate → 1-(4′-carbomethoxyphenyl)-3-phenyl-1,3-propanedione (86235-82-7)

Guidance literature:

With tetrabutylammomium bromide; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 8h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201409361

Reference yield: 52.0%

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + acetophenone (98-86-2) → 1-(4′-carbomethoxyphenyl)-3-phenyl-1,3-propanedione (86235-82-7)

Guidance literature:

acetophenone; In toluene; at 0 ℃; for 0.5h; Inert atmosphere;

With lithium hexamethyldisilazane; In tetrahydrofuran; toluene; at 0 ℃; for 0.5h; Inert atmosphere;

4-Methoxycarbonylbenzoyl chloride; In tetrahydrofuran; toluene; for 0.0333333h; Inert atmosphere;

DOI:10.1021/acs.joc.0c02366

upstream raw materials:

1,4-benzenedicarboxylic acid dimethyl ester

acetophenone

methyl 4-(2-bromoacetyl)benzoate

Benzaldoxime

Downstream raw materials:

4-(3'-phenyl-3'-oxopropionyl)benzoic acid

4-(2,2-Dimethyl-3-oxo-3-phenyl-propionyl)-benzoic acid methyl ester

{4-[4-(3-Oxo-3-phenyl-propionyl)-benzoylamino]-butyl}-carbamic acid tert-butyl ester

1-(4-methoxycarbonylphenyl)-2-phenylethane-1,2-dione