9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene

Base Information

• Chemical Name: 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene
• CAS No.: 690988-99-9
• Molecular Formula: C₂₇H₂₀O
• Molecular Weight: 360.455
• Mol file: 690988-99-9.mol

Synonyms:9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene

Chemical Property of 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene

There total 4 articles about 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene 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: 55.0%

9-bromo-10-(3-hydroxy-3-methylbutyn-1-yl)anthracene (130049-18-2) + phenylacetylene (536-74-3) → 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene (690988-99-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 7h;

DOI:10.1002/ejoc.200300677

Reference yield: 38.0%

9,10-Dibromoanthracene (523-27-3) + phenylacetylene (536-74-3) + 2-methyl-but-3-yn-2-ol (115-19-5) → 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene (690988-99-9)

Guidance literature:

9,10-Dibromoanthracene; phenylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide; at 80 ℃; for 24h;

2-methyl-but-3-yn-2-ol; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 48h;

DOI:10.1002/ejoc.200300677

Reference yield:

9,10-Dibromoanthracene (523-27-3) → 9-(3-hydroxy-3-methylbutyn-1-yl)-10-(phenylethynyl)anthracene (690988-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: [Pd(PPh₃)4]; CuI; Et₃N / dimethylformamide

2: 55 percent / [Pd(PPh₃)4]; CuI; Et₃N / dimethylformamide / 7 h / 60 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/ejoc.200300677

upstream raw materials:

9-bromo-10-(2-phenylethynyl)anthracene

2-methyl-but-3-yn-2-ol

9-bromo-10-(3-hydroxy-3-methylbutyn-1-yl)anthracene

phenylacetylene

Downstream raw materials:

O¹-(4,4'-dimethoxytrityl)-4-{4-[10-(phenylethynyl)anthracen-9-ylethynyl]phenyl}-1,3-butanediol

4-{4-[10-(phenylethynyl)anthracen-9-ylethynyl]phenyl}-1,3-butanediol

9-ethynyl-10-(phenylethynyl)anthracene