(E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one

Base Information

• Chemical Name: (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one
• CAS No.: 1314539-32-6
• Molecular Formula: C₂₉H₃₆O₆
• Molecular Weight: 480.601
• Mol file: 1314539-32-6.mol

Synonyms:(E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one

Chemical Property of (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one

There total 13 articles about (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one 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: 33.0%

4,4'-bis(methoxymethoxy)-2'-prenyloxychalcone (1314539-23-5) → (E)-1-(2-hydroxy-4-(methoxymethoxy)-5-(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one (952647-84-6) + 4,4'-bis(methoxymethoxy)-2'-hydroxyl-3'-prenylchalcone + (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one (1314539-32-6) + 1-<2-Hydroxy-4-(methoxymethoxy)phenyl>-3-<4-(methoxymethoxy)phenyl>prop-2-en-1-on (124775-22-0)

Guidance literature:

With montmorillonite K₁₀; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2011.04.104

Reference yield: 2.0%

(E)-1-(4-(methoxymethoxy)-5-(3-methylbut-2-en-1-yl)-2-((3-methylbut-2-en-1-yl)oxy)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one → (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one (1314539-32-6)

Guidance literature:

With florisil; In toluene; at 140 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.01.007

Reference yield:

(E)-1-(5-iodo-2,4-bis(methoxymethoxy)phenyl)-3-(4 (methoxymethoxy)phenyl)prop-2-en-1-one (1544322-28-2) → (E)-1-(2-hydroxy-4-(methoxymethoxy)-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-(methoxymethoxy)phenyl)prop-2-en-1-one (1314539-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 2 h / 70 °C / Microwave irradiation; Inert atmosphere

2: hydrogenchloride / methanol / 0 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

4: florisil / toluene / 4 h / 140 °C / Inert atmosphere

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; florisil; sodium hydride; caesium carbonate; In methanol; N,N-dimethyl-formamide; toluene; 1: |Suzuki Coupling / 4: |Claisen Rearrangement;

DOI:10.1016/j.ejmech.2015.01.007

upstream raw materials:

2',4'-dihydroxy-4-acetophenone

2'-prenyloxy-4'-methoxymethoxyacetophenone

4,4'-bis(methoxymethoxy)-2'-prenyloxychalcone

4-methoxymethoxy-benzaldehyde

Downstream raw materials:

(E)-1-(2,4-dihydroxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one