Pentanal, 5-(4-nitrophenoxy)-

Base Information

• Chemical Name: Pentanal, 5-(4-nitrophenoxy)-
• CAS No.: 374588-21-3
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Mol file: 374588-21-3.mol

Synonyms:

Chemical Property of Pentanal, 5-(4-nitrophenoxy)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pentanal, 5-(4-nitrophenoxy)-

There total 4 articles about Pentanal, 5-(4-nitrophenoxy)- 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: 80.0%

carbon monoxide (201230-82-2) + 1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene (40742-21-0) → 4-(3-formylbutyloxy)nitrobenzene + 4-(4-formylbutyloxy)nitrobenzene (374588-21-3)

Guidance literature:

With dirhodium tetraacetate; hydrogen; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); at 80 ℃; for 20h; under 20685.9 Torr;

DOI:10.1016/S0040-4020(01)00716-5

Reference yield: 77.0%

5-(4-nitrophenoxy)pentanol (60222-81-3) → 4-(4-formylbutyloxy)nitrobenzene (374588-21-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - -20 ℃;

DOI:10.1021/ja052315q

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-(4-formylbutyloxy)nitrobenzene (374588-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / diisopropylazodicarboxylate; Ph₃P / tetrahydrofuran; toluene / 20 °C

2: 77 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -20 °C

With oxalyl dichloride; di-isopropyl azodicarboxylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; 1: Mitsunobu reaction / 2: Swern oxidation;

DOI:10.1021/ja052315q

upstream raw materials:

carbon monoxide

1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene

5-(4-nitrophenoxy)pentanol

4-nitro-phenol

Downstream raw materials:

4-(5-hydroxypentyloxy)aniline

4-((S)-7-Methyl-nonyloxy)-phenylamine

Refernces

• 1、 Ventrice, Tina,Campi, Eva M,Roy Jackson,Patti, Antonio F. "Hydrogenation of nitroarenes bearing aldehyde containing side chains over palladium and platinum catalysts: A new route to medium and large heterocyclic compounds". . p. 7557 - 7574. Retrieved 2007/10/03.