4-(Bromomethyl)-3-methoxybenzoic acid

Base Information

• Chemical Name: 4-(Bromomethyl)-3-methoxybenzoic acid
• CAS No.: 118684-13-2
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• DSSTox Substance ID: DTXSID20464786
• Wikidata: Q82290276
• Mol file: 118684-13-2.mol

Synonyms:4-(bromomethyl)-3-methoxybenzoic acid;118684-13-2;4-BROMOMETHYL-3-METHOXY-BENZOIC ACID;4-Bromomethyl-3-methoxybenzoic acid;4-(bromomethyl)-3-methoxy-benzoic Acid;SCHEMBL2784039;DTXSID20464786;4-(bromomethyl)-3-methoxybenzoicacid;SB31086;BS-25667;CS-0209913;FT-0724672;EN300-147443;A804072

Chemical Property of 4-(Bromomethyl)-3-methoxybenzoic acid

Chemical Property:

• Melting Point: 184-190℃
• PSA: 46.53000
• LogP: 2.28830
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 243.97351
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

4-(Bromomethyl)-3-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C(=O)O)CBr
• Uses: 4-(Bromomethyl)-3-methoxybenzoic Acid is used as a reactant in the preparation of mifepristone analogs as liver-targeted glucocorticoid receptor antagonists.

Technology Process of 4-(Bromomethyl)-3-methoxybenzoic acid

There total 1 articles about 4-(Bromomethyl)-3-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: 81.0%

3-methoxy-p-toluic acid (7151-68-0) → 4-bromomethyl-3-methoxybenzoic acid (118684-13-2)

Guidance literature:

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile); In chloroform; for 4h; Reflux;

DOI:10.1021/op049869i

Reference yield: 91.6%

4-bromomethyl-3-methoxybenzoic acid (118684-13-2) + 1-methyl-5-nitro-1H-indole (29906-67-0) → 4-(1-methyl-5-nitro-indol-3-yl-methyl)-3-methoxy-benzoic acid

Guidance literature:

1-methyl-5-nitro-1H-indole; In dichloromethane; at 6 ℃; for 2h;

With diethyl aluminiumcholoride; In dichloromethane; at 35 ℃; for 5h; Inert atmosphere;

4-bromomethyl-3-methoxybenzoic acid; In dichloromethane; at 40 ℃; for 6h; Temperature;

Reference yield:

4-bromomethyl-3-methoxybenzoic acid (118684-13-2) → ZAFIRLUKAST (107753-78-6)

Guidance literature:

Multi-step reaction with 4 steps

1: zinc dibromide / 1,4-dioxane / 14 h / 60 - 65 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5 h / Reflux

3: hydrogen / tetrahydrofuran / 2 h / 25 - 35 °C

4: 4-methyl-morpholine / dichloromethane / 0.5 h / 25 - 35 °C / Inert atmosphere

With 4-methyl-morpholine; dmap; hydrogen; dicyclohexyl-carbodiimide; zinc dibromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/op049869i

upstream raw materials:

3-methoxy-p-toluic acid

Downstream raw materials:

C₂₄H₂₃FN₂O₆

ZAFIRLUKAST