6-Hydroxy-2-naphthaleneacetic acid methyl ester

Base Information

• Chemical Name: 6-Hydroxy-2-naphthaleneacetic acid methyl ester
• CAS No.: 91903-08-1
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• European Community (EC) Number: 826-351-7
• DSSTox Substance ID: DTXSID00598235
• Wikidata: Q72491402
• Mol file: 91903-08-1.mol

Synonyms:91903-08-1;6-HYDROXY-2-NAPHTHALENEACETIC ACID METHYL ESTER;methyl 2-(6-hydroxynaphthalen-2-yl)acetate;Methyl (6-hydroxy-2-naphthyl)acetate;SCHEMBL7801633;DTXSID00598235;GCWXJAKNVXRMMS-UHFFFAOYSA-N;AKOS005216418;Methyl (6-hydroxynaphthalen-2-yl)acetate;methyl2-(6-hydroxynaphthalen-2-yl)acetate;DB-079197;CS-0253614;EN300-6476905

Chemical Property of 6-Hydroxy-2-naphthaleneacetic acid methyl ester

Chemical Property:

• Melting Point: 112 oC
• PSA: 46.53000
• Density: 1.237
• LogP: 2.26090
• XLogP3: 2.6
• 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:

97% ^*data from raw suppliers

6-Hydroxy-2-naphthaleneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CC2=C(C=C1)C=C(C=C2)O
• Uses: Intermediate in the production of Nabumetone metabolites.

Technology Process of 6-Hydroxy-2-naphthaleneacetic acid methyl ester

There total 3 articles about 6-Hydroxy-2-naphthaleneacetic acid methyl 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: 80.0%

methanol (67-56-1) + 6-Hydroxy-2-naphthyl acetic acid (10441-46-0) → methyl 2-(6-hydroxynaphthalen-2-yl)acetate (91903-08-1)

Guidance literature:

With sulfuric acid; for 16h; Reflux;

Reference yield: 72.0%

methyl 6-methoxy-2-naphthylacetate (23981-48-8) → methyl 2-(6-hydroxynaphthalen-2-yl)acetate (91903-08-1)

Guidance literature:

Reference yield:

6-methoxy-2-acetylnaphthalene (3900-45-6) → methyl 2-(6-hydroxynaphthalen-2-yl)acetate (91903-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; morpholine / 140 °C / Erhitzen des Reaktionsgemisches mit Essigsaeure und wss. Salzsaeure

2: sulfuric acid

With morpholine; sulfuric acid; sulfur;

DOI:10.1021/ja01189a002

upstream raw materials:

methanol

6-Hydroxy-2-naphthyl acetic acid

6-methoxy-2-acetylnaphthalene

methyl 6-methoxy-2-naphthylacetate

Downstream raw materials:

C₁₉H₁₉F₃O₃

methyl 2-(6-((cis-4-(trifluoromethyl)cyclohexyl)oxy)naphthalene-2-yl)acetate

methyl 2-(5-iodo-6-((cis-4-(trifluoromethyl)cyclohexyl)oxy)naphthalen-2-yl)acetate