Propanedioic acid, (3-methoxyphenyl)-, diethyl ester

Base Information

• Chemical Name: Propanedioic acid, (3-methoxyphenyl)-, diethyl ester
• CAS No.: 50874-07-2
• Molecular Formula: C14H18O5
• Molecular Weight: 266.294
• DSSTox Substance ID: DTXSID10451403
• Nikkaji Number: J2.239.042B
• Wikidata: Q82271410
• Mol file: 50874-07-2.mol

Synonyms:50874-07-2;1,3-DIETHYL 2-(3-METHOXYPHENYL)PROPANEDIOATE;Diethyl 2-(3-methoxyphenyl)propanedioate;Propanedioic acid, (3-methoxyphenyl)-, diethyl ester;Diethyl 3-anisylmalonate;SCHEMBL1433326;DTXSID10451403;AKOS011680436;2-(3-Methoxyphenyl)malonic acid diethyl ester;EN300-344626;1,3-DIETHYL2-(3-METHOXYPHENYL)PROPANEDIOATE;Z982130652

Chemical Property of Propanedioic acid, (3-methoxyphenyl)-, diethyl ester

Chemical Property:

• Boiling Point: 128-132 °C(Press: 0.35 Torr)
• PSA: 61.83000
• Density: 1.125±0.06 g/cm3(Predicted)
• LogP: 1.90500
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 266.11542367
• Heavy Atom Count: 19
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Propanedioic acid, (3-methoxyphenyl)-, diethyl ester

There total 11 articles about Propanedioic acid, (3-methoxyphenyl)-, diethyl 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%

3-methoxyphenyl bromide (2398-37-0) + diethyl malonate (105-53-3) → 2-(3-methoxyphenyl)malonic acid diethyl ester (50874-07-2)

Guidance literature:

With di-tert-butyl(neopentyl)phosphine; sodium hydride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; mineral oil; at 70 ℃; for 24h;

DOI:10.1016/j.tetlet.2015.01.072

Reference yield: 86.0%

ETHYL 3-METHOXYPHENYLACETATE (35553-92-5) + ethyl cyanoformate (623-49-4) → 2-(3-methoxyphenyl)malonic acid diethyl ester (50874-07-2)

Guidance literature:

ETHYL 3-METHOXYPHENYLACETATE; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

ethyl cyanoformate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo8025912

Reference yield: 84.0%

3-methoxy-1-iodobenzene (766-85-8) + diethyl malonate (105-53-3) → 2-(3-methoxyphenyl)malonic acid diethyl ester (50874-07-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; L-proline; In dimethyl sulfoxide; at 40 ℃; for 12h;

DOI:10.1021/ol0518838

upstream raw materials:

diethyl acetoxy(3-methoxyphenyl)propanedioate

ETHYL 3-METHOXYPHENYLACETATE

Diethyl carbonate

3-methoxyphenyl bromide

Downstream raw materials:

2-(3-methoxyphenyl)-1,3-propanediol

5-ethyl-5-(3-methoxy-phenyl)-pyrimidine-2,4,6-trione

5-ethyl-5-(3-hydroxy-phenyl)-barbituric acid

methyl (S)-(-)-5-pivaloyloxy-4-(m-methoxyphenyl)-4-methylpentanoate