4-(4-Methoxyphenyl)but-3-yn-2-ol

Base Information

• Chemical Name: 4-(4-Methoxyphenyl)but-3-yn-2-ol
• CAS No.: 111887-18-4
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• DSSTox Substance ID: DTXSID30546926
• Mol file: 111887-18-4.mol

Synonyms:111887-18-4;4-(4-methoxyphenyl)-3-butyn-2-ol;4-(4-Methoxyphenyl)but-3-yn-2-ol;DTXSID30546926;4-(4-Methoxy-phenyl)-but-3-yn-2-ol

Chemical Property of 4-(4-Methoxyphenyl)but-3-yn-2-ol

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C#CC1=CC=C(C=C1)OC)O

Technology Process of 4-(4-Methoxyphenyl)but-3-yn-2-ol

There total 9 articles about 4-(4-Methoxyphenyl)but-3-yn-2-ol 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%

para-iodoanisole (696-62-8) + but-3-yn-2-ol (2028-63-9) → 4-(4-methoxyphenyl)but-3-yn-2-ol (111887-18-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02325

Reference yield: 90.0%

para-iodoanisole (696-62-8) + 3-pyrrol-1-yl-propionic acid 1-methyl-prop-2-ynyl ester → 4-(4-methoxyphenyl)but-3-yn-2-ol (111887-18-4)

Guidance literature:

3-pyrrol-1-yl-propionic acid 1-methyl-prop-2-ynyl ester; In acetonitrile; Electrochemical reaction;

para-iodoanisole; With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

With sodium methylate; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1055/s-2004-834835

Reference yield: 82.0%

4-(4-methoxyphenyl)-3-butyn-2-one (81532-80-1) → 4-(4-methoxyphenyl)but-3-yn-2-ol (111887-18-4)

Guidance literature:

With tributylphosphine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; tert-butyl alcohol; In dichloromethane; at 20 ℃; for 0.666667h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8cc00058a

upstream raw materials:

para-iodoanisole

but-3-yn-2-ol

4-(4-methoxyphenyl)-3-butyn-2-one

1-(2,2-dibromovinyl)-4-methoxybenzene

Downstream raw materials:

C₂₂H₂₂O₂