Benzoic acid,2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxy-, 1-methylester

Base Information

• Chemical Name: Benzoic acid,2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxy-, 1-methylester
• CAS No.: 165905-02-2
• Molecular Formula: C17H15 Cl O8
• Molecular Weight: 382.74900
• Mol file: 165905-02-2.mol

Synonyms:Pestheicacid; RES 1214-2

Chemical Property of Benzoic acid,2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxy-, 1-methylester

Chemical Property:

• Melting Point: 193-197 °C
• Boiling Point: 529.6±50.0 °C(Predicted)
• PSA: 122.52000
• Density: 1.474±0.06 g/cm3(Predicted)
• LogP: 3.34530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid,2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxy-, 1-methylester

There total 21 articles about Benzoic acid,2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxy-, 1-methylester 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%

C24H21ClO8 → methyl 2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxybenzoate (165905-02-2)

Guidance literature:

With methyl-phenyl-thioether; trifluoroacetic acid; at 0 - 25 ℃; for 3h;

DOI:10.1021/acs.orglett.8b01502

Reference yield:

methyl 9-chloro-1-hydroxy-8-methoxy-3-methyl-11-oxo-1H-dibenzo-[b,e][1,4]-dioxepine-6-carboxylate → methyl 2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxybenzoate (165905-02-2)

Guidance literature:

With water; potassium carbonate; In tert-butyl alcohol; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol201561w

Reference yield:

3-chloro-4-methoxy-2-methoxymethoxy6-[(phenylmethoxy)methyl]-benzaldehyde (1320259-65-1) → methyl 2-(2-carboxy-3-hydroxy-5-methylphenoxy)-4-chloro-3-hydroxy-5-methoxybenzoate (165905-02-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 - 25 °C / Inert atmosphere

1.2: 4 h / 0 - 25 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 3.5 h / 25 °C / Inert atmosphere

3.1: Pd-BaSO₄; hydrogen / ethanol / 0.83 h / 20 °C

4.1: Dess-Martin periodane / dichloromethane / 3.5 h / 25 °C / Inert atmosphere

5.1: sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene / tetrahydrofuran; water; tert-butyl alcohol / 1.5 h / 20 °C / Inert atmosphere

6.1: methanol; diethyl ether / 2.5 h / 20 °C / Inert atmosphere

7.1: toluene-4-sulfonic acid / methanol / 3 h / Inert atmosphere; Reflux

8.1: potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 °C / Inert atmosphere

8.2: 0 - 20 °C / Inert atmosphere

9.1: potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 °C / Inert atmosphere

9.2: 0 - 20 °C / Inert atmosphere

10.1: water; potassium carbonate / tert-butyl alcohol / 20 °C / Inert atmosphere

With sodium chlorite; n-butyllithium; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; Pd-BaSO₄; water; hydrogen; potassium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; tert-butyl alcohol;

DOI:10.1021/ol201561w

upstream raw materials:

3-chloro-4-methoxy-2-methoxymethoxy6-[(phenylmethoxy)methyl]-benzaldehyde

2,6-bis(methoxymethoxy)-α-[3-chloro-4-methoxy-2-methoxymethoxy-6-[(phenylmethoxy)-methyl]]-4-methyl-benzenemethanol

[2,6-bis(methoxymethoxy)-4-methylphenyl][3-chloro-4-methoxy-2-(methoxymethoxy)-6-[(phenylmethoxy)methyl]phenyl]-methanone

[2,6-bis(methoxymethoxy)-4-methylphenyl][3-chloro-6-hydroxymethyl-4-methoxy-2-(methoxymethoxy)phenyl]-methanone