Ethyl 2-(3,5-dimethoxyphenyl)acetate

Base Information

• Chemical Name: Ethyl 2-(3,5-dimethoxyphenyl)acetate
• CAS No.: 65976-77-4
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.257
• DSSTox Substance ID: DTXSID60474127
• Wikidata: Q82303930
• Mol file: 65976-77-4.mol

Synonyms:Ethyl 2-(3,5-dimethoxyphenyl)acetate;65976-77-4;ethyl 3,5-dimethoxyphenylacetate;(3,5-Dimethoxyphenyl)acetic acid ethyl ester;(3,5-dimethoxy-phenyl)-acetic acid ethyl ester;SCHEMBL1872932;DTXSID60474127;LPMABDMACJOZAT-UHFFFAOYSA-N;Ethyl (3,5-dimethoxyphenyl)acetate;MFCD11111879;AKOS016010238;CS-W022642;DS-5767;SY043382;FT-0739369;(3,5-dimethoxyphenyl)-acetic acid ethyl ester;Ethyl 2-(3 pound not5-dimethoxyphenyl)acetate;A867556;4-((2-amino-1-methyl-1H-benzo[d]imidazol-4-yl)oxy)-3,5-dimethoxybenzoic acid

Chemical Property of Ethyl 2-(3,5-dimethoxyphenyl)acetate

Chemical Property:

• Boiling Point: 144-146 °C(Press: 5 Torr)
• Density: 1.084±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 224.10485899
• Heavy Atom Count: 16
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-(3,5-Dimethoxyphenyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC(=CC(=C1)OC)OC

Technology Process of Ethyl 2-(3,5-dimethoxyphenyl)acetate

There total 13 articles about Ethyl 2-(3,5-dimethoxyphenyl)acetate 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%

ethanol (64-17-5) + (3,5-dimethoxyphenyl)acetic acid (4670-10-4) → (3,5-dimethoxy-phenyl)-acetic acid ethyl ester (65976-77-4)

Guidance literature:

With sulfuric acid; at 85 ℃; for 16h;

Reference yield: 95.0%

ethanol (64-17-5) + 3,5-dimethoxyphenylacetonitrile (13388-75-5) → (3,5-dimethoxy-phenyl)-acetic acid ethyl ester (65976-77-4)

Guidance literature:

With sodium hydroxide; for 6h; Heating;

DOI:10.1080/00304949609356528

Reference yield: 94.0%

1-chloro-3,5-dimethoxybenzene (7051-16-3) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → (3,5-dimethoxy-phenyl)-acetic acid ethyl ester (65976-77-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₃₈H₆₂P₂; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202016048

upstream raw materials:

ethanol

2-diazo-1-(3,5-dimethoxyphenyl)ethanone

2-(3,5-dihydroxyphenyl)acetic acid

dimethyl sulfate

Downstream raw materials:

3-oxo-2-(3,5-dimethoxyphenyl)propionic acid ethyl ester

ethyl 2-(2-formyl-3,5-dimethoxyphenyl)acetate

Refernces

• 1、 Hu, Zhiyong,Wei, Xiao-Jing,Handelmann, Jens,Seitz, Ann-Katrin,Rodstein, Ilja,Gessner, Viktoria H.,Goo?en, Lukas J.. "Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands". supporting information. p. 6778 - 6783. Retrieved 2021/02/01.
• 2、 Sunnapu, Ranganayakulu,Banoth, Saikumar Naik,Reyno,Thomas, Aleena,Venugopal, Navyasree,Rajendar, Goreti. "Stereoselective Total Synthesis of (-)-(2 S,4 R)-3′-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction". . p. 4103 - 4113. Retrieved 2020/03/05.