3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal

Base Information

• Chemical Name: 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal
• CAS No.: 275817-04-4
• Molecular Formula: C₂₆H₂₆O₅
• Molecular Weight: 418.489
• Mol file: 275817-04-4.mol

Synonyms:3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal

Chemical Property of 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal

There total 12 articles about 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal 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: 100.0%

3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanoic acid ethyl ester (275817-03-3) → 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal (275817-04-4)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 0.333333h;

DOI:10.3987/com-99-8839

Reference yield:

phenylmagnesium bromide → 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal (275817-04-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / tetrahydrofuran / 0.5 h / 0 °C

2: 100 percent / TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

3: 100 percent / NaH / tetrahydrofuran / 3 h / 80 °C

4: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate / 4 h / 20 °C

5: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.33 h / -78 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; hydrogen; sodium hydride; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1: Grignard reaction / 2: Oxidation / 3: Wadsworth-Emmons reaction / 4: Catalytic hydrogenation / 5: Reduction;

DOI:10.3987/com-99-8839

Reference yield:

4,6-dimethoxy-2-formyl-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran (275816-99-4) → 3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanal (275817-04-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / tetrahydrofuran / 0.5 h / 0 °C

2: 100 percent / TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

3: 100 percent / NaH / tetrahydrofuran / 3 h / 80 °C

4: 100 percent / H₂ / 10 percent Pd/C / ethyl acetate / 4 h / 20 °C

5: 100 percent / DIBALH / CH₂Cl₂; hexane / 0.33 h / -78 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; hydrogen; sodium hydride; diisobutylaluminium hydride; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1: Grignard reaction / 2: Oxidation / 3: Wadsworth-Emmons reaction / 4: Catalytic hydrogenation / 5: Reduction;

DOI:10.3987/com-99-8839

upstream raw materials:

3-[4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-2-yl]-3-phenylpropanoic acid ethyl ester

4,6-dimethoxy-2-formyl-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran

4,6-dimethoxy-2-(4-methoxyphenyl)-2-vinyl-2,3-dihydrobenzofuran

2-(1,2-dihydroxyethyl)-4,6-dimethoxy-2-(4-methoxyphenyl)-2,3-dihydrobenzofuran

Downstream raw materials:

3-<4,6-dimethoxy-2-(4-methoxyphenyl)-3-oxo-2,3-dihydrobenzofuran-2-yl>-3-phenylpropanal