Methyl 3-(4-methoxyphenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(4-methoxyphenyl)-3-oxopropanoate
• CAS No.: 22027-50-5
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 2918990090
• European Community (EC) Number: 244-732-0
• DSSTox Substance ID: DTXSID10885188
• Nikkaji Number: J225.524C
• Wikidata: Q72492670
• Mol file: 22027-50-5.mol

Synonyms:22027-50-5;Methyl 4-methoxybenzoylacetate;methyl 3-(4-methoxyphenyl)-3-oxopropanoate;Methyl 3-(4-methoxyphenyl)-3-oxopropionate;Methyl 3-(4-methoxyphenyl)-3-oxo-propionate;22077-50-5;3-(4-Methoxyphenyl)-3-oxo-propionic acid methylester;MFCD01082033;Benzenepropanoic acid, 4-methoxy-.beta.-oxo-, methyl ester;3-(4-methoxyphenyl)-3-oxopropionic acid methyl ester;SCHEMBL1398724;DTXSID10885188;AM853;AB1490;AC-613;STK723278;AKOS005524832;CS-W022813;DS-2355;SY041184;methyl 3-oxo-3-(p-methoxyphenyl)propionate;A4732;FT-0652214;Methyl 4-methoxy-.beta.-oxobenzenepropionate;Methyl3-(4-methoxyphenyl)-3-oxo-propionate;EN300-1127023;4-Methoxy-beta-oxobenzenepropanoic acid methyl ester;3-(4-methoxy-phenyl)-3-oxo-propionic acid methyl ester, AldrichCPR;Methyl 3-(4-Methoxyphenyl)-3-oxopropionate

Chemical Property of Methyl 3-(4-methoxyphenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.000439mmHg at 25°C
• Melting Point: 40-42 °C
• Refractive Index: 1.506
• Boiling Point: 315.4 °C at 760 mmHg
• PKA: 10.31±0.25(Predicted)
• Flash Point: 138.1 °C
• PSA: 52.60000
• Density: 1.147 g/cm³
• LogP: 1.44100
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-(4-Methoxyphenyl)-3-oxopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)CC(=O)OC

Technology Process of Methyl 3-(4-methoxyphenyl)-3-oxopropanoate

There total 18 articles about Methyl 3-(4-methoxyphenyl)-3-oxopropanoate 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: 100.0%

carbonic acid dimethyl ester (616-38-6) + 1-(4-methoxyphenyl)ethanone (100-06-1) → methyl 3-(4-methoxybenzoyl)acetate (22027-50-5)

Guidance literature:

With sodium hydride; In toluene; at 110 ℃;

DOI:10.1002/chem.201701433

Reference yield: 88.0%

methyl 3-(4-methoxyphenyl)-3-hydroxypropanoate (13305-16-3) → methyl 3-(4-methoxybenzoyl)acetate (22027-50-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 6h;

Reference yield: 87.0%

→ methyl 3-(4-methoxybenzoyl)acetate (22027-50-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 17h; Reflux;

upstream raw materials:

acetic acid methyl ester

methyl 4-methoxybenzoate

4-methoxy-benzoyl chloride

acetoacetic acid methyl ester

Downstream raw materials:

5,7-dihydroxy-2-(4'-methoxyphenyl)-4H-1-benzopyran-4-one

7-hydroxy-4-(4-methoxyphenyl)-2H-chromen-2-one

(Z)-methyl 3-acetamido-3-(4-methoxyphenyl)-2-propenoate

C₁₆H₁₈O₄

Refernces

• 1、 Chen, Cheng,Chen, Qi,Ni, Guo-Wei,Pan, Jiang,Xu, Jian-He,Xuan, Yang. "Asymmetric reduction of 2-chloro-3-oxo-ester into enantiomerically high pure diltiazem precursor by a Candida ketoreductase". . . Retrieved 2021/07/02.
• 2、 Zhang, Yuan,Luo, Han,Lu, Qixing,An, Qiaoyu,Li, You,Li, Shanshan,Tang, Zongyuan,Li, Baosheng. "Access to pyridines via cascade nucleophilic addition reaction of 1,2,3-triazines with activated ketones or acetonitriles". supporting information. p. 393 - 396. Retrieved 2020/05/18.