3-[(4-Chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid

Base Information

• Chemical Name: 3-[(4-Chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid
• CAS No.: 438218-99-6
• Molecular Formula: C₁₆H₁₅ClO₄
• Molecular Weight: 306.746
• DSSTox Substance ID: DTXSID101192609
• ChEMBL ID: CHEMBL1952356
• Mol file: 438218-99-6.mol

Synonyms:3-[(4-chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid;438218-99-6;MFCD03419429;3-((4-Chloro-3-methylphenoxy)methyl)-4-methoxybenzoic acid;Oprea1_760185;CHEMBL1952356;DTXSID101192609;BBL038267;STK301609;AKOS000307906;CS-0280555;EN300-228310;3-[(4-chloro-3-methylphenoxy)methyl]-4-methoxybenzoicacid

Chemical Property of 3-[(4-Chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 306.0658866
• Heavy Atom Count: 21
• Complexity: 349

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)OCC2=C(C=CC(=C2)C(=O)O)OC)Cl

Technology Process of 3-[(4-Chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid

There total 4 articles about 3-[(4-Chloro-3-methylphenoxy)methyl]-4-methoxybenzoic acid 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: 96.0%

ethyl 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoate (1360060-14-5) → 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoic acid (438218-99-6)

Guidance literature:

ethyl 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoate; With potassium hydroxide; In methanol; water; for 1h; Reflux;

With hydrogenchloride; In methanol; water; at 0 ℃; pH=4;

DOI:10.1016/j.bmc.2011.12.058

Reference yield:

4-Chloro-3-methylphenol (59-50-7) → 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoic acid (438218-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 13 h / 80 °C

2.1: potassium hydroxide / methanol; water / 1 h / Reflux

2.2: 0 °C / pH 4

With potassium carbonate; potassium hydroxide; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.058

Reference yield:

ethyl 4-methoxybenzoate (94-30-4) → 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoic acid (438218-99-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tin(IV) chloride / dichloromethane / 5.25 h / 0 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 13 h / 80 °C

3.1: potassium hydroxide / methanol; water / 1 h / Reflux

3.2: 0 °C / pH 4

With tin(IV) chloride; potassium carbonate; potassium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.058

upstream raw materials:

4-Chloro-3-methylphenol

ethyl 3-[(4-chloro-3-methylphenoxymethyl)]-4-methoxybenzoate

ethyl 4-methoxybenzoate

ethyl 3-(chloromethyl)-4-methoxybenzoate

Downstream raw materials:

3-[(4-chloro-3-methylphenoxy)methyl]-4-methoxybenzamide

3-[(4-chloro-3-methylphenoxy)methyl]-4-methoxybenzonitrile

methyl 3-[(4-chloro-3-methylphenoxy)methyl]-4-methoxybenzoate

Refernces