2-Ethyl-6-hydroxybenzoic acid methyl ester

Base Information

• Chemical Name: 2-Ethyl-6-hydroxybenzoic acid methyl ester
• CAS No.: 55836-64-1
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Mol file: 55836-64-1.mol

Synonyms:methyl 6-ethylsalicylate;6-Aethyl-2-hydroxy-benzoesaeure-methylester;Benzoic acid,2-ethyl-6-hydroxy-,methyl ester;6-Aethyl-salicylsaeure-methylester;

Chemical Property of 2-Ethyl-6-hydroxybenzoic acid methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 1.74120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Ethyl-6-hydroxybenzoic acid methyl ester

There total 8 articles about 2-Ethyl-6-hydroxybenzoic acid methyl 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: 72.0%

5-ethyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one (1236570-44-7) → methyl 2-ethyl-6-hydroxybenzoate (55836-64-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1021/np300468h

Reference yield:

5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one (154714-19-9) → methyl 2-ethyl-6-hydroxybenzoate (55836-64-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridine / 6 h / 0 °C

2.1: copper(l) iodide; methyllithium / tetrahydrofuran; diethyl ether / 1 h / -78 °C

2.2: 0.17 h / 20 °C

3.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 4 h / Reflux

4.1: dilithium tetrachlorocuprate(II) / tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C

5.1: potassium carbonate / methanol / 20 °C

With pyridine; N-Bromosuccinimide; copper(l) iodide; 2,2'-azobis(isobutyronitrile); dilithium tetrachlorocuprate(II); methyllithium; potassium carbonate; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether;

DOI:10.1021/np300468h

Reference yield:

methanol (67-56-1) + 2-ethyl-6-hydroxybenzoic acid (59681-42-4) → methyl 2-ethyl-6-hydroxybenzoate (55836-64-1)

Guidance literature:

With sulfuric acid; at 80 ℃;

DOI:10.17344/acsi.2019.5104

upstream raw materials:

2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

5-ethyl-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

5-(bromomethyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Downstream raw materials:

4-ethylbenzo-3(2H)-furanone

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