Ethyl 7-bromo-3-hydroxy-2-naphthoate

Base Information

• Chemical Name: Ethyl 7-bromo-3-hydroxy-2-naphthoate
• CAS No.: 127338-44-7
• Molecular Formula: C₁₃H₁₁BrO₃
• Molecular Weight: 295.133
• DSSTox Substance ID: DTXSID10594228
• Nikkaji Number: J3.228.346B
• Wikidata: Q82489008
• Mol file: 127338-44-7.mol

Synonyms:Ethyl 7-bromo-3-hydroxy-2-naphthoate;127338-44-7;Ethyl 7-bromo-3-hydroxynaphthalene-2-carboxylate;Ethyl7-bromo-3-hydroxy-2-naphthoate;SCHEMBL6825119;DTXSID10594228;LTEASLKGJBLLJO-UHFFFAOYSA-N;BDBM50421656;Ethyl-7-bromo-3-hydroxy-2-naphthoate;DA-19073;CS-0527775;G69492;ethyl 7-bromo-3-hydroxynaphthalen-2-carboxylate;2-Naphthalenecarboxylic acid, 7-bromo-3-hydroxy-, ethyl ester

Chemical Property of Ethyl 7-bromo-3-hydroxy-2-naphthoate

Chemical Property:

• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 293.98916
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 7-bromo-3-hydroxy-2-naphthoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 7-bromo-3-hydroxy-2-naphthoate

There total 2 articles about Ethyl 7-bromo-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: 85.0%

ethanol (64-17-5) + 7-bromo-3-hydroxy-2-naphthoic acid (1779-11-9) → ethyl 7-bromo-3-hydroxynaphthalene-2-carboxylate (127338-44-7)

Guidance literature:

With sulfuric acid; for 16h; Heating / reflux;

Reference yield:

7-bromo-3-hydroxy-2-naphthoic acid (1779-11-9) → ethyl 7-bromo-3-hydroxynaphthalene-2-carboxylate (127338-44-7)

Guidance literature:

With sulfuric acid; In ethanol; water;

Reference yield:

ethyl 7-bromo-3-hydroxynaphthalene-2-carboxylate (127338-44-7) → C29H21BrO

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 4 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 4 h / 100 °C

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

3.2: 18 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; sodium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

upstream raw materials:

ethanol

7-bromo-3-hydroxy-2-naphthoic acid

Downstream raw materials:

C₂₉H₁₉Br

Refernces

• 1、 -. "Hypoglycemic imidazoline compounds". Page/Page column 42. . Retrieved 2010/02/05.
• 2、 -. "Hypoglycemic imidazoline compounds". . . Retrieved 2008/06/13.