2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester

Base Information

• Chemical Name: 2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester
• CAS No.: 147589-45-5
• Molecular Formula: C15H16O5
• Molecular Weight: 276.289
• DSSTox Substance ID: DTXSID10457026
• Nikkaji Number: J1.228.930H
• Wikidata: Q82279699
• Mol file: 147589-45-5.mol

Synonyms:147589-45-5;2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester;2-Naphthalenecarboxylic acid,4-hydroxy-5,8-dimethoxy-,ethyl ester;DTXSID10457026;10.14272/XVQNEMDNKDNWOX-UHFFFAOYSA-N;doi:10.14272/XVQNEMDNKDNWOX-UHFFFAOYSA-N;4-Hydroxy-5,8-dimethoxy-2-naphthoic acid ethyl ester;Ethyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate

Chemical Property of 2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester

Chemical Property:

• Vapor Pressure: 1.7E-09mmHg at 25°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 276.09977361
• Heavy Atom Count: 20
• Complexity: 332

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=CC(=C2C(=C1)O)OC)OC

Technology Process of 2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester

There total 2 articles about 2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-dimethoxy-, ethyl ester 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: 98.0%

Ethyl 4-(acetyloxy)-5,8-dimethoxy-2-naphthalenecarboxylate (25932-95-0) → ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate (147589-45-5)

Guidance literature:

With potassium carbonate; In ethanol; at 70 ℃; for 1h;

DOI:10.1002/chem.200700863

Reference yield: 50.0%

2,5-dimethoxybenzaldehyde (93-02-7) + succinic acid diethyl ester (123-25-1) → ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate (147589-45-5)

Guidance literature:

succinic acid diethyl ester; With ethanol; sodium hydride; In toluene; at 40 ℃;

2,5-dimethoxybenzaldehyde; With sodium acetate; In acetic anhydride; Heating;

With hydrogenchloride; In ethanol; Heating;

DOI:10.1016/S0040-4039(99)02112-7

Reference yield: 99.0%

chloromethyl methyl ether (107-30-2) + ethyl 4-hydroxy-5,8-dimethoxy-2-naphthoate (147589-45-5) → ethyl 5,8-dimethoxy-4-methoxymethoxy-2-naphthoate (464171-71-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

DOI:10.1002/chem.200700863

upstream raw materials:

Ethyl 4-(acetyloxy)-5,8-dimethoxy-2-naphthalenecarboxylate

2,5-dimethoxybenzaldehyde

succinic acid diethyl ester

Downstream raw materials:

ethyl 4-(benzyloxy)-5,8-dimethoxy-2-naphthoate

ethyl 5,8-dimethoxy-4-methoxymethoxy-2-naphthoate