3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal

Base Information

• Chemical Name: 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal
• CAS No.: 1489016-13-8
• Molecular Formula: C₁₆H₂₁NO₅
• Molecular Weight: 307.346
• Mol file: 1489016-13-8.mol

Synonyms:3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal

Chemical Property of 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal

There total 5 articles about 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal 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: 7.0%

2-(cyclopentyloxy)-1-methoxy-4-(2-nitrovinyl)benzene (141332-74-3) + acetaldehyde (75-07-0,9002-91-9) → 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal (1489016-13-8)

Guidance literature:

With piperidine; In methanol; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1002/chem.201302351

Reference yield:

(E)-3-(3-cyclopentyloxy-4-methoxyphenyl)acrylaldehyde (133332-34-0) + nitromethane (75-52-5) → 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal (1489016-13-8)

Guidance literature:

With benzoic acid; In water; at 20 ℃;

DOI:10.1002/anie.200703261

Reference yield:

2-methoxy-phenol (90-05-1) → 3-(3-(cyclopentyloxy)-4-methoxyphenyl)-4-nitrobutanal (1489016-13-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trifluoroacetic anhydride / acetonitrile / 0.08 h

1.2: 0.75 h

1.3: 24 h / 20 °C

2.1: potassium carbonate; tetrabutylammomium bromide / tetrahydrofuran / 18 h / 75 °C

3.1: potassium carbonate; tetrabutylammonium acetate; potassium chloride; palladium diacetate / N,N-dimethyl-formamide / 18 h / 90 °C

4.1: acetic acid; α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether / methanol / 24 h / 20 °C

With potassium chloride; tetrabutylammomium bromide; tetrabutylammonium acetate; palladium diacetate; α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; potassium carbonate; acetic acid; trifluoroacetic anhydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/acs.orglett.1c04300

upstream raw materials:

(E)-3-(3-cyclopentyloxy-4-methoxyphenyl)acrylaldehyde

nitromethane

2-(cyclopentyloxy)-1-methoxy-4-(2-nitrovinyl)benzene

acetaldehyde

Downstream raw materials:

C₁₆H₂₁NO₆