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

Base Information

• Chemical Name: Methyl 3-(3-methoxyphenyl)-3-oxopropanoate
• CAS No.: 779-81-7
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 2918990090
• European Community (EC) Number: 673-443-6
• DSSTox Substance ID: DTXSID10374885
• Nikkaji Number: J2.926.952A
• Wikidata: Q82163461
• Mol file: 779-81-7.mol

Synonyms:779-81-7;methyl 3-(3-methoxyphenyl)-3-oxopropanoate;3-(3-methoxy-phenyl)-3-oxo-propionic acid methyl ester;methyl 3-(3-methoxyphenyl)-3-oxopropionate;3-(3-methoxyphenyl)-3-oxopropionic acid methyl ester;MFCD03424749;3-(3-Methoxyphenyl)-3-oxo-propionic acid methyl ester;methyl 3-methoxybenzoylacetate;SCHEMBL2130116;DTXSID10374885;LWDDRIZJCLYGJZ-UHFFFAOYSA-N;AB1489;STL301367;AKOS000278597;SB38732;AS-44592;SY058428;methyl3-(3-methoxyphenyl)-3-oxopropionate;(3-FORMYL-4-NITROPHENOXY)ACETICACID;CS-0150338;A839303;3-(3-methoxyphenyl)-3-oxopropanoic acid methyl ester;3-methoxy-beta-oxo-benzenepropanoic acid methyl ester;methyl 3-(3-methoxyphenyl)-3-oxo-propanoate;Methyl 3-(3-Methoxyphenyl)-3-oxopropionate

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

Chemical Property:

• Vapor Pressure: 0.00213mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 120°C/0.23mm
• PKA: 10.26±0.46(Predicted)
• Flash Point: 124.5°C
• PSA: 52.60000
• Density: 1.147g/cm³
• LogP: 1.44100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

98%Min ^*data from raw suppliers

3-(3-Methoxy-phenyl)-3-oxo-propionicacidmethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 6 articles about Methyl 3-(3-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-(3-Methoxyphenyl)ethanone (586-37-8) → methyl 3-(3-methoxyphenyl)-3-oxopropanoate (779-81-7)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b02497

Reference yield: 34.0%

m-anisoyl chloride (1711-05-3) + acetoacetic acid methyl ester (105-45-3) → methyl 3-(3-methoxyphenyl)-3-oxopropanoate (779-81-7)

Guidance literature:

Reference yield:

lithium enolate of methyl acetate (57570-85-1) + m-anisoyl chloride (1711-05-3) → methyl 3-(3-methoxyphenyl)-3-oxopropanoate (779-81-7)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1016/j.tet.2017.03.041

upstream raw materials:

acetic acid methyl ester

methyl 3-methoxybenzoate

m-anisoyl chloride

acetoacetic acid methyl ester

Downstream raw materials:

1-(3-Methoxyphenyl)ethanone

4α-(3-Methoxybenzoyl)-bernteinsaeure-dimethylester

Methyl (+/-)-2-(3-methoxybenzoyl)-2-(2-benzyloxy-4-formylphenoxy)acetate

Refernces

• 1、 Parsons, Dylan E.,Frontier, Alison J.. "Noncanonical cation-π cyclizations of alkylidene β-ketoesters: Synthesis of spiro-fused and bridged bicyclic ring systems". supporting information. p. 2008 - 2012. Retrieved 2019/03/26.
• 2、 Martin, M. Cynthia,Sandridge, Matthew J.,Williams, Corey W.,Francis, Zola A.,France, Stefan. "Dehydrative Nazarov-type electrocyclizations of alkenyl (hetero)aryl carbinols via calcium catalysis: Access to cyclopenta[b]thiophenes and indene derivatives". . p. 4093 - 4108. Retrieved 2017/06/29.