1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene

Base Information

• Chemical Name: 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene
• CAS No.: 1448636-77-8
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.266
• Mol file: 1448636-77-8.mol

Synonyms:1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene

Chemical Property of 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene

There total 2 articles about 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene 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: 86.0%

2-Methoxypropene (116-11-0) + 1-(4-Nitro-phenyl)-2-propyn-1-ol (78725-73-2) → 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene (1448636-77-8)

Guidance literature:

With pyridinium p-toluenesulfonate; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201301674 DOI:10.1002/ejoc.201301674

Reference yield:

4-nitrobenzaldehdye (555-16-8) → 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene (1448636-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.5 h / -20 - 20 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / 1 h / 0 - 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; In tetrahydrofuran;

DOI:10.1002/ejoc.201301674 DOI:10.1002/ejoc.201301674

Reference yield: 84.0%

4-methoxy-N-(4-nitrobenzylidene)aniline (5455-87-8) + 1-{1-[(2-methoxypropan-2-yl)oxy]prop-2-yn-1-yl}-4-nitrobenzene (1448636-77-8) → 4-methoxy-2-(4-methoxyphenyl)-8-nitro-1-(4-nitrophenyl)-2,3-dihydro-1H-benz[c]azepine (1448636-70-1)

Guidance literature:

With silver hexafluoroantimonate; 2-(di-tert-butylphosphino)-1,1'-biphenylgold(I) chloride; In dichloromethane; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1021/jo401075n

upstream raw materials:

2-Methoxypropene

1-(4-Nitro-phenyl)-2-propyn-1-ol

4-nitrobenzaldehdye

Downstream raw materials:

4-methoxy-2-(4-methoxyphenyl)-8-nitro-1-(4-nitrophenyl)-2,3-dihydro-1H-benz[c]azepine

Refernces

• 1、 Siah, Huey-San Melanie,Kaur, Maya,Iqbal, Naseem,Fiksdahl, Anne. "Gold(I)-Catalysed Tandem Cyclisation of Propargyl Acetals and Vinyl Esters". . p. 1727 - 1740. Retrieved 2015/10/05.