(E)-3-(3,4-Dihydroxyphenoxy)-N-hexylpropenamide

Base Information

• Chemical Name: (E)-3-(3,4-Dihydroxyphenoxy)-N-hexylpropenamide
• CAS No.: 136944-37-1
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.33200
• Mol file: 136944-37-1.mol

Synonyms:(E)-3-(3,4-Dihydroxy-phenoxy)-N-hexyl-acrylamide;

Chemical Property of (E)-3-(3,4-Dihydroxyphenoxy)-N-hexylpropenamide

Chemical Property:

• PSA: 78.79000
• LogP: 3.07770

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-3-(3,4-Dihydroxyphenoxy)-N-hexylpropenamide

There total 6 articles about (E)-3-(3,4-Dihydroxyphenoxy)-N-hexylpropenamide 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: 25.0%

trans-N-n-Hexyl-β-(3,4-dibenzyloxyphenoxy)acrylamide (136944-35-9) → trans-N-n-Hexyl-β-(3,4-dihydroxyphenoxy)acrylamide (136944-37-1)

Guidance literature:

With boron tribromide; In dichloromethane; at -70 ℃; for 0.166667h;

DOI:10.1248/cpb.39.1736

Reference yield:

3,4-dibenzyloxybenzaldehyde (5447-02-9) → trans-N-n-Hexyl-β-(3,4-dihydroxyphenoxy)acrylamide (136944-37-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) m-CPBA, 2.) 3N NaOH / 1.) AcOEt, r.t., 6h, 2.) r.t., 30min

2: 42 percent

3: SOCl₂ / dimethylformamide / 2 h / Heating

4: Et₃N / CHCl₃ / 1 h / Ambient temperature

5: 25 percent / BBr₃ / CH₂Cl₂ / 0.17 h / -70 °C

With sodium hydroxide; thionyl chloride; boron tribromide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.1736

Reference yield:

3,4-dibenzyloxyphenol (27688-86-4) → trans-N-n-Hexyl-β-(3,4-dihydroxyphenoxy)acrylamide (136944-37-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent

2: SOCl₂ / dimethylformamide / 2 h / Heating

3: Et₃N / CHCl₃ / 1 h / Ambient temperature

4: 25 percent / BBr₃ / CH₂Cl₂ / 0.17 h / -70 °C

With thionyl chloride; boron tribromide; triethylamine; In dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.1736

upstream raw materials:

trans-N-n-Hexyl-β-(3,4-dibenzyloxyphenoxy)acrylamide

3,4-dibenzyloxybenzaldehyde

3,4-dibenzyloxyphenol

trans-β-(3,4-Dibenzyloxyphenoxy)acrylic Acid