ETHYL 2-HYDROXY-3-METHOXYBENZOATE

Base Information

• Chemical Name: ETHYL 2-HYDROXY-3-METHOXYBENZOATE
• CAS No.: 35030-98-9
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918990090
• Mol file: 35030-98-9.mol

Synonyms:Ethyl 3-methoxysalicylate;

Chemical Property of ETHYL 2-HYDROXY-3-METHOXYBENZOATE

Chemical Property:

• Boiling Point: 273.123 °C at 760 mmHg
• PKA: 9.93±0.10(Predicted)
• Flash Point: 101.941 °C
• PSA: 55.76000
• Density: 1.18 g/cm³
• LogP: 1.57750

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-vanillate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 2-HYDROXY-3-METHOXYBENZOATE

There total 7 articles about ETHYL 2-HYDROXY-3-METHOXYBENZOATE 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%

ethyl 2,3-dimethoxy benzoate (91971-58-3) → ethyl 2-hydroxy-3-methoxybenzoate (35030-98-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -5 - 25 ℃;

DOI:10.3184/030823410X12708998015900

Reference yield: 55.0%

ethyl 3-methoxybenzoate (10259-22-0) → ethyl 2-hydroxy-3-methoxybenzoate (35030-98-9) + ethyl 2-hydroxy-5-methoxybenzoate (22775-40-2)

Guidance literature:

With dipotassium peroxodisulfate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifluoroacetic acid; trifluoroacetic anhydride; at 80 ℃; for 9.5h;

DOI:10.1021/ol301104n

Reference yield: 40.0%

4-methylbenzoic acid ethyl ester (94-08-6) → ethyl 2-hydroxy-3-methoxybenzoate (35030-98-9) + ethyl 2-hydroxy-5-methoxybenzoate (22775-40-2)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid; trifluoroacetic anhydride; at 60 ℃; for 5h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201207458

upstream raw materials:

ethanol

3-methoxysalicylic acid

ethyl 2-methoxyphenyl carbonate

2-methoxy-phenol

Downstream raw materials:

3-methoxysalicylhydrazide

4-(2-carboxy-6-methoxyphenoxy)butanoic acid diethyl ester

(2-carbethoxy-6-methoxyphenoxy)-acetic acid ethyl ester

7-methoxy-1,2-dihydro-indazol-3-one

Refernces

• 1、 Shan, Gang,Yang, Xinglin,Ma, Linlin,Rao, Yu. "Pd-catalyzed C-H oxygenation with TFA/TFAA: Expedient access to oxygen-containing heterocycles and late-stage drug modification". supporting information. p. 13070 - 13074. Retrieved 2013/02/26.
• 2、 Hadj-esfandiari, Narges,Navidpour, Latifeh,Shadnia, Hooman,Amini, Mohsen,Samadi, Nasrin,Faramarzi, Mohammad Ali,Shafiee, Abbas. "Synthesis, antibacterial activity, and quantitative structure-activity relationships of new (Z)-2-(nitroimidazolylmethylene)-3(2 H)-benzofuranone derivatives". . p. 6354 - 6363. Retrieved 2008/09/21.