trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one

Base Information

• Chemical Name: trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one
• CAS No.: 916331-01-6
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428
• Mol file: 916331-01-6.mol

Synonyms:trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one

Chemical Property of trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one

There total 1 articles about trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]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: 95.0%

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone (65490-09-7) + 4-(2-propenyloxy)benzaldehyde (40663-68-1) → trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one (916331-01-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 16h;

DOI:10.1021/jm060593+

Reference yield: 36.0%

trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one (916331-01-6) → 5-hydroxy-7-methoxymethoxy-2-(4-allyloxyphenyl)-4H-chromen-4-one (916330-66-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; toluene; for 7h; Heating;

DOI:10.1021/jm060593+

Reference yield:

trans-3-(4-allyloxyphenyl)-1-[2,4-bis(methoxymethoxy)-6-hydroxyphenyl]prop-2-en-1-one (916331-01-6) → 1,7-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane (916330-70-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 36 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / dioxane; toluene / 7 h / Heating

2: 72 percent / K₂CO₃ / dimethylformamide / 2 h / Heating

3: 78 percent / Pd(PPh₃)4; K₂CO₃ / methanol / 2 h / Heating

4: 40 percent / K₂CO₃ / dimethylformamide / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm060593+

upstream raw materials:

2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone

4-(2-propenyloxy)benzaldehyde

Downstream raw materials:

5-hydroxy-7-methoxymethoxy-2-(4-allyloxyphenyl)-4H-chromen-4-one

1,7-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7-trioxaheptane

1,10-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10-tetraoxadecane

1,13-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4,7,10,13-pentaoxatridecane