5-(2-methoxyphenyl)-1,8-naphthalic anhydride

Base Information

• Chemical Name: 5-(2-methoxyphenyl)-1,8-naphthalic anhydride
• CAS No.: 281207-16-7
• Molecular Formula: C₁₉H₁₂O₄
• Molecular Weight: 304.302
• Mol file: 281207-16-7.mol

Synonyms:5-(2-methoxyphenyl)-1,8-naphthalic anhydride

Chemical Property of 5-(2-methoxyphenyl)-1,8-naphthalic anhydride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2-methoxyphenyl)-1,8-naphthalic anhydride

There total 3 articles about 5-(2-methoxyphenyl)-1,8-naphthalic anhydride 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: 50.0%

4-bromo-1,8-naphthalenedicarboxylic anhydride (81-86-7) + 2-Methoxyphenylboronic acid (5720-06-9) → 5-(2-methoxyphenyl)-1,8-naphthalic anhydride (281207-16-7)

Guidance literature:

With palladium diacetate; sodium carbonate; In water; toluene; for 5h; Heating;

DOI:10.1016/S0040-4039(00)00288-4

Reference yield:

5-bromoacenaphthene (2051-98-1) → 5-(2-methoxyphenyl)-1,8-naphthalic anhydride (281207-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / Na₂Cr₂O₇*2H₂O / acetic acid; H₂O / 12 h / Heating

2: 50 percent / Na₂CO₃; Pd(OAc)2 / toluene; H₂O / 5 h / Heating

With palladium diacetate; sodium dichromate; sodium carbonate; In water; acetic acid; toluene; 1: Oxidation / 2: Susuki cross-coupling;

DOI:10.1016/S0040-4039(00)00288-4

Reference yield:

2-Methoxyphenylboronic acid (5720-06-9) + acenaphthene (83-32-9) → 3-(2-methoxyphenyl)-1,8-naphthalic anhydride + 5-(2-methoxyphenyl)-1,8-naphthalic anhydride (281207-16-7)

Guidance literature:

acenaphthene; With nitric acid; In acetic anhydride; for 3h;

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; for 5h;

2-Methoxyphenylboronic acid; Further stages;

DOI:10.1016/j.bmc.2013.08.039

upstream raw materials:

4-bromo-1,8-naphthalenedicarboxylic anhydride

2-Methoxyphenylboronic acid

5-bromoacenaphthene

acenaphthene

Downstream raw materials:

benzoxanthene-3,4-dicarboxylic anhydride

6-(2-hydroxy-phenyl)-benzo[de]isochromene-1,3-dione

Refernces

• 1、 Prickett, Mark P.,Singh, Gurdial,Vankayalapati, Hariprasad. "Synthesis of a novel oxoxanthenoisoquinoline via a palladium-catalysed cross-coupling reaction; as a fluorophore". . p. 2987 - 2990. Retrieved 2007/10/03.