Ethyl 3-Hydroxy-2-naphthoate

Base Information

• Chemical Name: Ethyl 3-Hydroxy-2-naphthoate
• CAS No.: 7163-25-9
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID00353164
• Nikkaji Number: J308.091I
• Wikidata: Q82130627
• Mol file: 7163-25-9.mol

Synonyms:Ethyl 3-Hydroxy-2-naphthoate;7163-25-9;ethyl 3-hydroxynaphthalene-2-carboxylate;2-Naphthalenecarboxylic acid, 3-hydroxy-, ethyl ester;3-Hydroxy-2-naphthoic acid ethyl ester;Enamine_005135;Ethyl3-Hydroxy-2-naphthoate;Oprea1_079079;Oprea1_495587;SCHEMBL3303791;Ethyl 3-naphthol-2-carboxylate;DTXSID00353164;HMS1408J09;AMY17358;BDBM50421654;MFCD00220608;AKOS001044939;PS-4534;IDI1_007722;NCGC00329360-01;CS-10274;CS-0298850;E1249;T72869;AB01322870-02;SR-01000390128;3-Hydroxy-naphthalene-2-carboxylic acid ethyl ester;SR-01000390128-1;Z53833052

Chemical Property of Ethyl 3-Hydroxy-2-naphthoate

Chemical Property:

• Melting Point: 79.0 to 83.0 °C
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 291°C(lit.)
• PKA: 9.53±0.40(Predicted)
• PSA: 46.53000
• Density: 1.1652 (rough estimate)
• LogP: 2.72210
• Solubility.: soluble in Toluene
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-Hydroxy-2-naphthoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC=CC=C2C=C1O
• Uses: 3-Hydroxy-2-naphthalenecarboxylic acid ethyl ester can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Technology Process of Ethyl 3-Hydroxy-2-naphthoate

There total 11 articles about Ethyl 3-Hydroxy-2-naphthoate 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: 95.0%

ethanol (64-17-5) + 3-Hydroxy-2-naphthoic acid (92-70-6) → ethyl 3-hydroxy-2-naphthanoate (7163-25-9)

Guidance literature:

With sulfuric acid; for 24h; Reflux;

DOI:10.2147/DDDT.S319287

Reference yield: 89.0%

ethyl 2-(2-bromobenzyl)-2-fluoro-3-oxobutanoate → ethyl 3-hydroxy-2-naphthanoate (7163-25-9)

Guidance literature:

With palladium diacetate; caesium carbonate; triphenylphosphine; In toluene; at 100 ℃; for 12h; Molecular sieve; Inert atmosphere;

DOI:10.1002/adsc.201901573

Reference yield: 84.0%

C13H12O2 → ethyl 3-hydroxy-2-naphthanoate (7163-25-9)

Guidance literature:

With pyridine N-oxide; bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; Tri(p-tolyl)phosphine; In chlorobenzene; at 100 ℃; for 15h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.8b02786

upstream raw materials:

ethanol

3-hydroxy-2-naphthoyl chloride

3-Hydroxy-2-naphthoic acid

sulfuric acid

Downstream raw materials:

2-hydroxy-3-piperidinocarbonylnaphthalene

3-(α-chloro-benzhydryl)-[2]naphthol

3-prop-2-enoxynaphthalene-2-carboxylic acid

C₅₀H₄₇NO₁₁S

Refernces

• 1、 Kim, Ye Eun,Kim, Dong Hwan,Choi, Ami,Jang, Seoul,Jeong, Kwiwan,Kim, Young-Mi,Nam, Tae-Gyu. "Bi-aryl analogues of salicylic acids: Design, synthesis and sar study to ameliorate endoplasmic reticulum stress". . p. 3593 - 3604. Retrieved 2021/08/30.
• 2、 Begam, Hasina Mamataj,Jana, Ranjan,Manna, Kartic,Samanta, Krishanu. "Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids". supporting information. p. 7443 - 7449. Retrieved 2020/10/09.