Ethyl 3,4-bis(2-methoxyethoxy)benzoate

Base Information

• Chemical Name: Ethyl 3,4-bis(2-methoxyethoxy)benzoate
• CAS No.: 183322-16-9
• Molecular Formula: C15H22O6
• Molecular Weight: 298.336
• Hs Code.: 2942000000
• European Community (EC) Number: 605-991-9
• DSSTox Substance ID: DTXSID40384593
• Wikidata: Q72473031
• Mol file: 183322-16-9.mol

Synonyms:ethyl 3,4-bis(2-methoxyethoxy)benzoate;183322-16-9;3,4-Bis(2-methoxyethoxy)benzoic acid ethyl ester;Benzoic acid, 3,4-bis(2-methoxyethoxy)-, ethyl ester;C15H22O6;MFCD01935284;EC 605-991-9;SCHEMBL263238;DTXSID40384593;VGFZRAVMWXHEJB-UHFFFAOYSA-N;BCP26355;CCG-41047;AKOS000282910;AC-8521;AM84636;FD16016;AS-11436;SY033195;CS-0143589;E1186;FT-0656916;A812767;SR-01000631149-1;3,4-bis-(2-methoxy-ethoxy)-benzoic acid ethyl ester

Chemical Property of Ethyl 3,4-bis(2-methoxyethoxy)benzoate

Chemical Property:

• Vapor Pressure: 1.15E-06mmHg at 25°C
• Melting Point: 55-58 °C
• Refractive Index: 1.488
• Boiling Point: 401.7 °C at 760 mmHg
• Flash Point: 175.5 °C
• PSA: 63.22000
• Density: 1.102 g/cm³
• LogP: 1.91370
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 298.14163842
• Heavy Atom Count: 21
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

3,4-bis(2-Methoxyethoxy)benzoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C=C1)OCCOC)OCCOC
• Uses: 3,4-bis(2-Methoxyethoxy)benzoic Acid Ethyl Ester is a compound used in the synthesis of Erlotinib (E625008), a cancer treatment medicine.

Technology Process of Ethyl 3,4-bis(2-methoxyethoxy)benzoate

There total 8 articles about Ethyl 3,4-bis(2-methoxyethoxy)benzoate 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%

Ethyl protocatechuate (3943-89-3) + 2-Bromoethyl methyl ether (6482-24-2) → 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (183322-16-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; at 60 ℃; for 19h; Inert atmosphere;

Reference yield: 98.0%

3,4-bis(2-methoxyethoxy)-benzoic acid (819813-71-3) + ethanol (64-17-5) → 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (183322-16-9)

Guidance literature:

With sulfuric acid; Cooling with ice; Reflux;

Reference yield: 95.0%

2-chloroethyl methyl ether (627-42-9) + Ethyl protocatechuate (3943-89-3) → 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester (183322-16-9)

Guidance literature:

With 4-(Methylamino)pyridine; potassium carbonate; at 90 - 95 ℃; Temperature; Reagent/catalyst;

upstream raw materials:

Ethyl protocatechuate

2-Bromoethyl methyl ether

2-chloroethyl methyl ether

2-methoxy-ethyl p-toluenesulfonyloxy ester

Downstream raw materials:

6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone

C₂₁H₂₄ClN₃O₅

C₂₁H₂₄BrN₃O₅

C₂₁H₂₄FN₃O₅

Refernces

• 1、 Chong, Yan,Chang, Jin,Zhao, Wenwen,He, Yong,Li, Yuqiao,Zhang, Huabei,Qi, Chuanmin. "Synthesis and evaluation of novel 18F-labeled quinazoline derivatives with low lipophilicity for tumor PET imaging". . p. 42 - 53. Retrieved 2018/02/06.
• 2、 -. "A method for preparing environmental protection of erlotinib hydrochloride". Paragraph 0069-0071. . Retrieved 2017/09/26.