Methyl 1,4-dihydroxy-2-naphthoate

Base Information

• Chemical Name: Methyl 1,4-dihydroxy-2-naphthoate
• CAS No.: 77060-74-3
• Molecular Formula: C12H10O4
• Molecular Weight: 218.209
• Hs Code.: 2918290000
• Mol file: 77060-74-3.mol

Synonyms:1,4-Dihydroxy-2-naphthalenecarboxylic acid methyl ester;

Chemical Property of Methyl 1,4-dihydroxy-2-naphthoate

Chemical Property:

• Vapor Pressure: 4.22E-08mmHg at 25°C
• Melting Point: 192-193 °C
• Refractive Index: 1.677
• Boiling Point: 432.9 °C at 760 mmHg
• PKA: 8.77±0.50(Predicted)
• Flash Point: 173.7 °C
• PSA: 66.76000
• Density: 1.378 g/cm³
• LogP: 2.03760
• Storage Temp.: 2-8°C

Purity/Quality:

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

Methyl1,4-dihydroxy-2-naphthoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,4-dihydroxy-2naphthoic acid methyl 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 Methyl 1,4-dihydroxy-2-naphthoate

There total 3 articles about Methyl 1,4-dihydroxy-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: 53.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + 2-(4-methoxyphenyl)isoindoline-1,3-dione (2142-04-3) → methyl 4-hydroxy-1-[(4-methoxyphenyl)amino]-2-naphthoate + methyl 1,4-dihydroxy-2-naphthoate (77060-74-3)

Guidance literature:

acrylic acid methyl ester; 2-(4-methoxyphenyl)isoindoline-1,3-dione; With chloro-trimethyl-silane; tetraethylammonium tosylate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 0.7h; Electrochemical reaction;

With hydrogenchloride; at 25 ℃; for 0.5h;

DOI:10.1021/acs.joc.1c02512

Reference yield: 39.0%

N-benzylphthalimide (2142-01-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-(benzylamino)-1-hydroxy-2-naphthoate + methyl 1-(benzylamino)-4-hydroxy-2-naphthoate + methyl 1,4-dihydroxy-2-naphthoate (77060-74-3)

Guidance literature:

N-benzylphthalimide; acrylic acid methyl ester; With chloro-trimethyl-silane; tetraethylammonium tosylate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 0.7h; Electrochemical reaction;

With hydrogenchloride; at 25 ℃; for 0.5h;

DOI:10.1021/acs.joc.1c02512

Reference yield: 33.0%

N-phenylphthalimide (520-03-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-hydroxy-1-(phenylamino)-2-naphthoate + methyl 1,4-dihydroxy-2-naphthoate (77060-74-3)

Guidance literature:

N-phenylphthalimide; acrylic acid methyl ester; With chloro-trimethyl-silane; tetraethylammonium tosylate; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 0.7h; Electrochemical reaction;

With hydrogenchloride; at 25 ℃; for 0.5h;

DOI:10.1021/acs.joc.1c02512

upstream raw materials:

N-benzylphthalimide

acrylic acid methyl ester

N-phenylphthalimide

2-(4-methoxyphenyl)isoindoline-1,3-dione

Downstream raw materials:

methyl 6-hydroxy-2,2-dimethyl-3,4-dihydro-2H-benzo-[h]chromene-5-carboxylate

2,2,7,7-Tetramethyl-2,3,4,5,6,7-hexahydro-1,8-dioxa-triphenylene

ethyl 2-ethyl-3-phenyl-1,2,5,10-tetrahydro-1,5,10-trioxobenzo[g]isoquinoline-4-carboxylate

ethyl 3-phenyl-2-n-propyl-1,2,5,10-tetrahydro-1,5,10-trioxobenzo[g]isoquinoline-4-carboxylate

Refernces