methyl 4-hydroxy-5-methoxy-naphthalene-2-carboxylate

Base Information

• Chemical Name: methyl 4-hydroxy-5-methoxy-naphthalene-2-carboxylate
• CAS No.: 93087-61-7
• Molecular Formula: C₁₃H₁₂O₄
• Molecular Weight: 232.236
• Mol file: 93087-61-7.mol

Synonyms:4-Hydroxy-2-methyl-1-hydroxymethyl-5-isopropyl-benzol;p-Thymotinic alcohol;methyl 4-hydroxy-5-methoxynaphthalene-2-carboxylate;4-Hydroxy-5-isopropyl-2-methyl-benzylalkohol;Thymotinalkohol;BENZYL ALCOHOL,4-HYDROXY-5-ISOPROPYL-2-METHYL;4-hydroxy-5-isopropyl-2-methyl-benzyl alcohol;3-Methyl-4-hydroxymethyl-6-isopropyl-phenol;Thymotinic alcohol;5.21-Dioxy-1.2-dimethyl-4-isopropyl-benzol;

Chemical Property of methyl 4-hydroxy-5-methoxy-naphthalene-2-carboxylate

Chemical Property:

• Vapor Pressure: 6.44E-08mmHg at 25°C
• PSA: 55.76000
• LogP: 2.34060

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4-hydroxy-5-methoxy-naphthalene-2-carboxylate

There total 6 articles about methyl 4-hydroxy-5-methoxy-naphthalene-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: 96.0%

4-acetoxy-5-methoxy-[2]naphthoic acid methyl ester (120016-55-9) → methyl 4-hydroxy-5-methoxynaphthalene-2-carboxylate (93087-61-7)

Guidance literature:

With sodium methylate; In methanol; for 0.5h;

DOI:10.1071/C97190

Reference yield:

methanol (67-56-1) + 3-Ethoxycarbonyl-4-(m-methoxyphenyl)-3-butensaeure (31129-14-3) + acetic anhydride (108-24-7) → methyl 4-hydroxy-5-methoxynaphthalene-2-carboxylate (93087-61-7) + methyl 4-hydroxy-7-methoxynaphthalene-2-carboxylate

Guidance literature:

3-Ethoxycarbonyl-4-(m-methoxyphenyl)-3-butensaeure; acetic anhydride; With sodium acetate; for 3h; Heating;

With sodium hydroxide; In ethanol; water; at 20 ℃; for 15h;

methanol; With sulfuric acid; for 17h; Heating;

Reference yield:

3-methoxy-benzaldehyde (591-31-1) → methyl 4-hydroxy-5-methoxynaphthalene-2-carboxylate (93087-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium ethoxide / ethanol / 4 h / Heating

2.1: sodium acetate / 3 h / Heating

2.2: sodium hydroxide / ethanol; H₂O / 15 h / 20 °C

2.3: H₂SO₄ / 17 h / Heating

With sodium ethanolate; sodium acetate; In ethanol; 1.1: Stobbe condensation;

upstream raw materials:

4-acetoxy-5-methoxy-[2]naphthoic acid methyl ester

diazomethane

methyl iodide

methanol