methyl 8-bromo-4-methoxy-5-(propan-2-yloxy)naphthalene-2-carboxylate

Base Information

• Chemical Name: methyl 8-bromo-4-methoxy-5-(propan-2-yloxy)naphthalene-2-carboxylate
• CAS No.: 267881-58-3
• Molecular Formula: C16H17BrO4
• Molecular Weight: 353.20800
• Mol file: 267881-58-3.mol

Synonyms:Methyl 8-bromo-5-isopropoxy-4-methoxy-2-naphthoate;2-Naphthalenecarboxylic acid,8-bromo-4-methoxy-5-(1-methylethoxy)-,methyl ester;2-Naphthalenecarboxylic acid,8-bromo-5-isopropoxy-4-methoxy-,methyl ester;

Chemical Property of methyl 8-bromo-4-methoxy-5-(propan-2-yloxy)naphthalene-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.75E-08mmHg at 25°C
• PSA: 44.76000
• LogP: 4.18470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 8-bromo-4-methoxy-5-(propan-2-yloxy)naphthalene-2-carboxylate

There total 3 articles about methyl 8-bromo-4-methoxy-5-(propan-2-yloxy)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: 99.0%

dimethyl sulfate (77-78-1) + 8-bromo-4-hydroxy-5-isopropoxy-naphthalene-2-carboxylic acid methyl ester (267881-57-2) → Methyl 8-bromo-5-isopropoxy-4-methoxy-2-naphthoate (267881-58-3)

Guidance literature:

With potassium tert-butylate; In acetone; for 18h; Heating;

DOI:10.1039/a908367g

Reference yield:

Methyl 4-acetoxy-8-bromo-5-isopropoxy-2-naphthoate (225114-49-8) → Methyl 8-bromo-5-isopropoxy-4-methoxy-2-naphthoate (267881-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / KOH / methanol / 1 h

2: 99 percent / t-BuOK / acetone / 18 h / Heating

With potassium hydroxide; potassium tert-butylate; In methanol; acetone; 1: Deacylation / 2: Etherification;

DOI:10.1039/a908367g

Reference yield:

2-[1-(2-Bromo-5-isopropoxy-phenyl)-meth-(E)-ylidene]-succinic acid 1-methyl ester → Methyl 8-bromo-5-isopropoxy-4-methoxy-2-naphthoate (267881-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / NaOAc / 6 h / Heating

2: 95 percent / KOH / methanol / 1 h

3: 99 percent / t-BuOK / acetone / 18 h / Heating

With potassium hydroxide; potassium tert-butylate; sodium acetate; In methanol; acetone; 1: Acylation / 2: Deacylation / 3: Etherification;

DOI:10.1039/a908367g

upstream raw materials:

dimethyl sulfate

8-bromo-4-hydroxy-5-isopropoxy-naphthalene-2-carboxylic acid methyl ester

Methyl 4-acetoxy-8-bromo-5-isopropoxy-2-naphthoate