2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene

Base Information

• Chemical Name: 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene
• CAS No.: 107135-56-8
• Molecular Formula: C₁₆H₁₃BrO₂
• Molecular Weight: 317.182
• Mol file: 107135-56-8.mol

Synonyms:2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene

Chemical Property of 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene

There total 5 articles about 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene 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: 92.0%

2-bromo-1,4-dimethoxy-3-iodobenzene (107135-55-7) + phenylacetylene (536-74-3) → 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene (107135-56-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 3h; regioselective reaction; Inert atmosphere;

DOI:10.3762/bjoc.7.146

Reference yield: 78.0%

copper(I) phenylacetylenide (13146-23-1) + 2-bromo-1,4-dimethoxy-3-iodobenzene (107135-55-7) → 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene (107135-56-8)

Guidance literature:

With pyridine; for 12h; Heating;

DOI:10.1021/jo00383a032

Reference yield:

2-amino-3-nitrohydroquinone dimethylether (26002-57-3) → 2-bromo-1,4-dimethoxy-3-(phenylethynyl)benzene (107135-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) sodium nitrite, conc. H₂SO₄, 2.) copper(I)bromide, hydrogen bromide / 1.) methanol, water, 0 deg C, 30 min, 2.) methanol, water, reflux, 1 h

2: 100 percent / activated carbon, ferric chloride hexahydrate, hydrazine hydrate / methanol / 12 h / Heating

3: 1.) sodium nitrite, conc. HCl, 2.) potassium iodide / 1.) water, 0 deg C, 20 min, 2.) water, RT, overnight

4: 78 percent / pyridine / 12 h / Heating

With pyridine; hydrogenchloride; sulfuric acid; hydrogen bromide; iron(III) chloride; pyrographite; hydrazine hydrate; potassium iodide; copper(I) bromide; sodium nitrite; In methanol;

DOI:10.1021/jo00383a032

upstream raw materials:

copper(I) phenylacetylenide

2-bromo-1,4-dimethoxy-3-iodobenzene

2-amino-3-nitrohydroquinone dimethylether

2-bromo-3,6-dimethoxyaniline

Downstream raw materials:

α-cyclopentyl<3,6-dimethoxy-2-(phenylethynyl)phenyl>methanol

2,3-dihydro-7-methoxy-1--1H-indene

[3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,10-dimethoxy-9-phenylsulfanyl-6,7,8,9-tetrahydro-benzo[g]isoquinolin-9-yl]-(3,6-dimethoxy-2-phenylethynyl-phenyl)-methanol

<3,6-dimethoxy-2-(phenylethynyl)phenyl>methanone