6-(4-Methoxyphenyl)naphthalene-2-carboxylic acid

Base Information

• Chemical Name: 6-(4-Methoxyphenyl)naphthalene-2-carboxylic acid
• CAS No.: 132292-17-2
• Molecular Formula: C18H14O3
• Molecular Weight: 278.30200
• European Community (EC) Number: 689-702-1
• DSSTox Substance ID: DTXSID90568184
• Wikidata: Q82454359
• Mol file: 132292-17-2.mol

Synonyms:132292-17-2;6-(4-Methoxyphenyl)-2-naphthoic acid;6-(4-Methoxyphenyl)naphthalene-2-carboxylic acid;2-Naphthalenecarboxylic acid, 6-(4-methoxyphenyl)-;6-(4-methoxyphenyl)-2-Naphthalenecarboxylic acid;SCHEMBL5047379;DTXSID90568184;QEPGBUJIDJTPFS-UHFFFAOYSA-N;6-(4-Methoxyphenyl)-2-naphthoicacid;AKOS027446966;6-(4'methoxyphenyl)-2-naphthoic acid;CS-0444485;C77853;2-(4'-methoxyphenyl)naphthalene-6-carboxylic acid

Chemical Property of 6-(4-Methoxyphenyl)naphthalene-2-carboxylic acid

Chemical Property:

• Melting Point: >225°C (dec.)
• PSA: 46.53000
• LogP: 4.21360
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly, Heated, Sonicated)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 278.094294304
• Heavy Atom Count: 21
• Complexity: 360

Purity/Quality:

98%min ^*data from raw suppliers

6-(4-Methoxyphenyl)-2-naphthoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC3=C(C=C2)C=C(C=C3)C(=O)O
• Uses: 6-(4-Methoxyphenyl)-2-naphthoic Acid is a reactant in the synthesis of Adapalene (A225000), a retinoid selective for retinoic acid receptor (RAR) subtypes β and γ. Antiacne.

Technology Process of 6-(4-Methoxyphenyl)naphthalene-2-carboxylic acid

There total 6 articles about 6-(4-Methoxyphenyl)naphthalene-2-carboxylic 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: 94.0%

6-bromo-2-naphthoic acid (5773-80-8) + 4-methoxyphenylboronic acid (5720-07-0) → 6-(4-methoxyphenyl)-2-naphthoic acid (132292-17-2)

Guidance literature:

With palladium 10% on activated carbon; sodium carbonate; In methanol; water; at 78 ℃; Inert atmosphere;

DOI:10.1016/j.bioorg.2011.07.003

Reference yield:

2-(4-methoxyphenyl)-6-methylnaphthalene (132041-62-4) → 2-(4'-methoxyphenyl)-6-carboxylic acid + 6-(4-methoxyphenyl)-2-naphthoic acid (132292-17-2)

Guidance literature:

With pyridine; potassium permanganate; In toluene;

Reference yield:

ethyl 6-(4-methoxyphenyl)-2-naphthoate (1334137-82-4) → 6-(4-methoxyphenyl)-2-naphthoic acid (132292-17-2)

Guidance literature:

ethyl 6-(4-methoxyphenyl)-2-naphthoate; With water; sodium hydroxide; In ethanol; at 20 - 80 ℃;

With hydrogenchloride; In ethanol; water; pH=7;

DOI:10.1002/cmdc.201100207

upstream raw materials:

2-(4-methoxyphenyl)-6-methylnaphthalene

6-bromo-2-naphthoic acid

4-methoxyphenylboronic acid

methyl 6-bromo-2-naphthoate

Downstream raw materials:

C₅₀H₅₆N₄O₁₀S₂

(11aS)-7-methoxy-8-(3-(2-methoxy-5-(4-(6-(4-methoxyphenyl)-2-naphthoyl)piperazine-1-carbonyl)phenoxy)propoxy)-2,3-dihydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5(11aH)-one

C₃₀H₂₈N₂O₅

C₃₃H₃₃BrN₂O₅