2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene

Base Information

• Chemical Name: 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene
• CAS No.: 161363-80-0
• Molecular Formula: C₂₀H₁₉BrO₂
• Molecular Weight: 371.274
• Mol file: 161363-80-0.mol

Synonyms:2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene

Chemical Property of 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene

There total 5 articles about 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene 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: 81.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-benzyl-1,4-dimethoxynaphthalene (68707-65-3) → 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene (161363-80-0)

Guidance literature:

With hydrogen bromide; In acetic acid; at 45 - 50 ℃; for 9h;

DOI:10.1021/jo00105a046

Reference yield:

1,4-dimethoxynaphthalene (10075-62-4) → 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene (161363-80-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / TFAA, TFA / 12 h / 60 °C

2: 95 percent / Et₃SiH / trifluoroacetic acid / 6 h / 25 °C

3: 81 percent / HBr / acetic acid / 9 h / 45 - 50 °C

With triethylsilane; hydrogen bromide; trifluoroacetic acid; trifluoroacetic anhydride; In acetic acid; trifluoroacetic acid;

DOI:10.1021/jo00105a046

Reference yield:

2-Benzoyl-1,4-dimethoxynaphthalene (137789-68-5) → 2-Benzyl-3-(bromomethyl)-1,4-dimethoxynaphthalene (161363-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Et₃SiH / trifluoroacetic acid / 6 h / 25 °C

2: 81 percent / HBr / acetic acid / 9 h / 45 - 50 °C

With triethylsilane; hydrogen bromide; In acetic acid; trifluoroacetic acid;

DOI:10.1021/jo00105a046

upstream raw materials:

formaldehyd

2-benzyl-1,4-dimethoxynaphthalene

1,4-dimethoxynaphthalene

2-Benzoyl-1,4-dimethoxynaphthalene

Downstream raw materials:

radermachol

2-Benzyl-1,4-dimethoxynaphthalene-2-acetic acid

2-Benzyl-3-(cyanomethyl)-1,4-dimethoxynaphthalene

Refernces

• 1、 Jiang, Qingping,Joshi, Balawant S.,Pelletier, William S.. "The Total Synthesis of Radermachol". . p. 5283 - 5286. Retrieved 2007/10/02.