Methyl 2,4-difluoro-3-hydroxybenzoate

Base Information

• Chemical Name: Methyl 2,4-difluoro-3-hydroxybenzoate
• CAS No.: 194804-80-3
• Molecular Formula: C8H6F2O3
• Molecular Weight: 188.12800
• DSSTox Substance ID: DTXSID301285864
• Nikkaji Number: J2.420.250J
• Mol file: 194804-80-3.mol

Synonyms:methyl 2,4-difluoro-3-hydroxybenzoate;194804-80-3;2,4-Difluoro-3-hydroxy-benzoic acid methyl ester;2,4-difluoro-3-hydroxybenzoic acid methyl ester;SCHEMBL7502756;IASILBBAKSGQJC-UHFFFAOYSA-N;DTXSID301285864;MFCD11042795;methyl2,4-difluoro-3-hydroxybenzoate;AKOS006308878;MS-9667;SB34826;methyl 2,4-difluoro-3-hydroxy-benzoate;DB-260365;CS-0340859;A925133;2,4-difluoro-3-hydroxybenzoic acid methyl ester, 95%

Chemical Property of Methyl 2,4-difluoro-3-hydroxybenzoate

Chemical Property:

• PSA: 46.53000
• LogP: 1.45700
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.02850037
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

97% ^*data from raw suppliers

2,4-Difluoro-3-hydroxybenzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=C(C=C1)F)O)F
• Uses: 2,4-Difluoro-3-hydroxybenzoic acid methyl ester is used as a reactant in the preparation of a fluoroquinolone drug, Garenoxacin.

Technology Process of Methyl 2,4-difluoro-3-hydroxybenzoate

There total 2 articles about Methyl 2,4-difluoro-3-hydroxybenzoate 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:

methyl 2,4-difluoro-3-methoxybenzoate (194804-79-0) → methyl 2,4-difluoro-3-hydroxybenzoate (194804-80-3)

Guidance literature:

With boron tribromide; In dichloromethane; at -30 - 0 ℃;

DOI:10.1021/jo061799l

Reference yield:

2,4-difluoro-3-methoxy-benzoic acid (178974-97-5) → methyl 2,4-difluoro-3-hydroxybenzoate (194804-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃; KOH / dimethylsulfoxide / 20 °C

2: BBr₃ / CH₂Cl₂ / -30 - 0 °C

With potassium hydroxide; boron tribromide; potassium carbonate; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo061799l

Reference yield: 60.0%

methyl 2,4-difluoro-3-hydroxybenzoate (194804-80-3) + 2-chloro-2,2-difluoroacetophenone (384-67-8) → methyl 2,4-difluoro-3-difluoromethoxybenzoate

Guidance literature:

With potassium carbonate; In water; acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/jo061799l

upstream raw materials:

methyl 2,4-difluoro-3-methoxybenzoate

2,4-difluoro-3-methoxy-benzoic acid