methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate

Base Information

• Chemical Name: methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate
• CAS No.: 120016-58-2
• Molecular Formula: C₁₄H₁₄O₅
• Molecular Weight: 262.262
• Mol file: 120016-58-2.mol

Synonyms:2-Naphthalenecarboxylic acid, 4-hydroxy-5,8-diMethoxy-, Methyl ester

Chemical Property of methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 463.186°C at 760 mmHg
• Flash Point: 177.277°C
• Density: 1.262g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate

There total 3 articles about methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate 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: 71.0%

4,8-Dihydroxy-5-methoxy-naphthalene-2-carboxylic acid methyl ester (120016-57-1) + dimethyl sulfate (77-78-1) → methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate (120016-58-2)

Guidance literature:

With calcium carbonate; In acetone; for 3.75h; Heating;

Reference yield:

2,5-dimethoxybenzaldehyde (93-02-7) + Dimethyl succinate (106-65-0) → methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate (120016-58-2)

Guidance literature:

2,5-dimethoxybenzaldehyde; Dimethyl succinate; With sodium hydride; In methanol; toluene; at 20 ℃; for 3h;

With sodium acetate; acetic anhydride; In methanol; toluene; at 140 ℃; for 3h;

With potassium carbonate; In methanol; toluene; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2014.01.082

Reference yield:

methyl 4,8-diacetoxy-5-methoxynaphthalene-2-carboxylate (115061-31-9) → methyl 4-hydroxy-5,8-dimethoxynaphthalene-2-carboxylate (120016-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / Ambient temperature

2: 71 percent / CaCO₃ / acetone / 3.75 h / Heating

With sodium methylate; calcium carbonate; In methanol; acetone;

upstream raw materials:

4,8-Dihydroxy-5-methoxy-naphthalene-2-carboxylic acid methyl ester

dimethyl sulfate

methyl 4,8-diacetoxy-5-methoxynaphthalene-2-carboxylate

2,5-dimethoxybenzaldehyde

Downstream raw materials:

C₂₄H₂₅BO₇

Stypandron