Ethyl 4-methoxyphenylacetate

Base Information

• Chemical Name: Ethyl 4-methoxyphenylacetate
• CAS No.: 14062-18-1
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 29181990
• European Community (EC) Number: 237-903-6
• NSC Number: 24760
• UNII: BKJ8K98X9T
• DSSTox Substance ID: DTXSID60161444
• Nikkaji Number: J208.719G
• Wikidata: Q83029850
• ChEMBL ID: CHEMBL473379
• Mol file: 14062-18-1.mol

Synonyms:Ethyl 4-methoxyphenylacetate;14062-18-1;Ethyl 2-(4-methoxyphenyl)acetate;4-Methoxyphenylacetic acid ethyl ester;Benzeneacetic acid, 4-methoxy-, ethyl ester;ethyl p-methoxyphenylacetate;ethyl (4-methoxyphenyl)acetate;p-Methoxyphenylacetic acid ethyl ester;Ethyl 2-(p-anisyl)acetate;BKJ8K98X9T;EINECS 237-903-6;NSC-24760;2-(p-methoxyphenyl)acetic acid ethyl ester;AI3-31085;Homoanisic Acid Ethyl Ester;Ethyl2-(4-methoxyphenyl)acetate;ETHYL 4-METHOXYBENZENEACETATE;(4-Methoxyphenyl)acetic acid ethyl ester;(4-methoxy-phenyl)-acetic acid ethyl ester;UNII-BKJ8K98X9T;SCHEMBL924496;CHEMBL473379;DTXSID60161444;CHEBI:194789;ethyl (4-methoxy-phenyl)-acetate;NSC24760;MFCD00040760;NSC 24760;AKOS008947872;4-Methoxybenzeneacetic acid ethyl ester;AMY202100021;Benzeneacetic acid,4-methoxy-,ethyl ester;BS-15377;CS-0130376;FT-0659874;M0793;A50726;ACETIC ACID, (P-METHOXYPHENYL)-, ETHYL ESTER

Chemical Property of Ethyl 4-methoxyphenylacetate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.00623mmHg at 25°C
• Melting Point: 85 °C
• Refractive Index: 1.5065-1.5085
• Boiling Point: 272 °C at 760 mmHg
• Flash Point: 108.7 °C
• PSA: 35.53000
• Density: 1.0970 g/cm³
• LogP: 1.80080
• Storage Temp.: Flammables area
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4-Methoxyphenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=C(C=C1)OC
• Uses: Ethyl (4-Methoxyphenyl)acetate functions as 15-lipoxygenase inhibitor.

Technology Process of Ethyl 4-methoxyphenylacetate

There total 59 articles about Ethyl 4-methoxyphenylacetate 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: 99.0%

4-Methoxyphenylacetic acid (104-01-8) + ethanol (64-17-5) → ethyl p-methoxyphenylacetate (14062-18-1)

Guidance literature:

With toluene-4-sulfonic acid; for 2h; Reflux; Inert atmosphere;

DOI:10.1039/c5cc05740j

Reference yield: 98.0%

ethyl (p-methoxyphenyl)oxoacetate (40140-16-7) → ethyl p-methoxyphenylacetate (14062-18-1)

Guidance literature:

ethyl (p-methoxyphenyl)oxoacetate; With sodium iodide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201700276

Reference yield: 97.0%

4-methoxyphenylboronic acid (5720-07-0) + ethyl bromoacetate (105-36-2) → ethyl p-methoxyphenylacetate (14062-18-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-diisopropyl-1,1-diphenylphosphanamine; water; potassium carbonate; In tetrahydrofuran; at 65 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2010.08.047

upstream raw materials:

4-Methoxyphenylacetic acid

ethanol

ethyl (p-methoxyphenyl)oxoacetate

ethyl 2-chloro-2-ethoxyacetate

Downstream raw materials:

1,3-bis(4-methoxyphenyl)acetone

ethyl 3-oxo-2,4-bis(4-methoxyphenyl)butanoate

2-(4-methoxyphenyl)-1,1-diphenylethan-1-ol

4-Methoxyphenylacetic acid

Refernces

• 1、 Taylor,E.C. et al.. "-". . p. 4385 - 4387. Retrieved 1978.
• 2、 Wang, Yong,Cao, Xinyi,Ji, Jingfei,Cui, Xiuling,Pi, Chao,Zhao, Leyao,Wu, Yangjie. "Water and fluorinated alcohol mediated/promoted tandem insertion/aerobic oxidation/bisindolylation under metal-free conditions: Easy access to bis(indolyl)methanes". . p. 1696 - 1700. Retrieved 2021.
• 3、 Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.. "Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning". supporting information. . Retrieved 2021/04/07.
• 4、 Scheidt, Karl A.,Zhu, Joshua L.. "Photocatalytic acyl azolium-promoted alkoxycarbonylation of trifluoroborates". . . Retrieved 2021/06/28.