3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione

Base Information

• Chemical Name: 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione
• CAS No.: 104555-16-0
• Molecular Formula: C₂₁H₁₈O₆
• Molecular Weight: 366.37
• Mol file: 104555-16-0.mol

Synonyms:3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione

Chemical Property of 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione

There total 11 articles about 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione 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: 65.0%

4',4-Di-O-methylgrevillin A (104555-03-5) + dimethyl sulfate (77-78-1) → 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione (104555-16-0)

Guidance literature:

With potassium carbonate; In acetone; 1.) 20 deg C; 2.) 4 h, 60-70 deg C;

Reference yield:

6-Bromo-3-methoxy-6-(4-methoxy-benzyl)-4-(4-methoxy-phenyl)-pyran-2,5-dione → 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione (104555-16-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In chloroform; for 0.25h; Yield given; Ambient temperature;

Reference yield:

3-hydroxy-1,4-bis-(4-methoxy-phenyl)-butan-2-one (74026-69-0) → 3-methoxy-4-(4'-methoxyphenyl)-6-(4''-methoxyphenyl)methylene-2H-pyran-2,5(6H)-dione (104555-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) BuLi, diisopropylamine / 1.) THF, hexane, -78 deg C, 30 min, 2.) -78 deg C, 1.2 h

2: 90 percent / diethyl ether / 0.5 h / Ambient temperature

3: N-bromosuccinimide / CCl₄ / 0.12 h / Heating; irradiation

4: Huenig's base / CHCl₃ / 0.25 h / Ambient temperature

With N-Bromosuccinimide; n-butyllithium; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrachloromethane; diethyl ether; chloroform;

upstream raw materials:

4',4-Di-O-methylgrevillin A

dimethyl sulfate

1-bromo-3-(4-methoxyphenyl)-2-propanone

3-Hydroxy-4-(4-methoxyphenyl)-2H-pyran-2,5(6H)-dion

Downstream raw materials:

grevillin A