2-Naphthalenecarboxylic acid, 1-bromo-, 3,5-dimethoxyphenyl ester

Base Information

• Chemical Name: 2-Naphthalenecarboxylic acid, 1-bromo-, 3,5-dimethoxyphenyl ester
• CAS No.: 138435-64-0
• Molecular Formula: C19H15BrO4
• Molecular Weight: 387.23
• Mol file: 138435-64-0.mol

Synonyms:

Chemical Property of 2-Naphthalenecarboxylic acid, 1-bromo-, 3,5-dimethoxyphenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Naphthalenecarboxylic acid, 1-bromo-, 3,5-dimethoxyphenyl ester

There total 4 articles about 2-Naphthalenecarboxylic acid, 1-bromo-, 3,5-dimethoxyphenyl ester 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:

3,5-dimethoxyphenol (500-99-2) + 1-bromo-2-naphthoic acid (20717-79-7) → 3,5-dimethoxyphenyl 1-bromo-2-naphthoate (138435-64-0)

Guidance literature:

With dmap; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; Yield given. Multistep reaction; 1.) CH2Cl2, 0 deg, 1 h -> r. t., 3 h, 2.) CHCl2, r. t., 3 h;

Reference yield:

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 3,5-dimethoxyphenyl 1-bromo-2-naphthoate (138435-64-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: phosphorus tribromide / chloroform / 2 h / 0 °C

1.2: 2 h / 0 - 70 °C

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / Reflux

3.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol; water / 24 h / 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 0 - 20 °C

4.2: 3 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; phosphorus tribromide; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; chloroform; water; toluene; tert-butyl alcohol;

DOI:10.1021/acs.orglett.8b02785

Reference yield:

1-bromo-2-formyl-3,4-dihydronaphthalene (117582-62-4) → 3,5-dimethoxyphenyl 1-bromo-2-naphthoate (138435-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / Reflux

2.1: 2-methyl-but-2-ene; sodium chlorite; sodium dihydrogenphosphate / tert-butyl alcohol; water / 24 h / 20 °C

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 0 - 20 °C

3.2: 3 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; N,N-dimethyl-formamide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; toluene; tert-butyl alcohol;

DOI:10.1021/acs.orglett.8b02785

upstream raw materials:

3,5-dimethoxyphenol

1-bromo-2-naphthoic acid

3,4-dihydronaphthalene-1(2H)-one

1-bromo-2-formyl-3,4-dihydronaphthalene

Downstream raw materials:

(rac)-2-hydroxymethyl-(2',4'-dimethoxy-6'-hydroxyphenyl)-naphthalene

1-(4',6'-dimethoxy-2'-hydroxyphenyl)naphthalene-2-carbaldehyde