4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol

Base Information

• Chemical Name: 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol
• CAS No.: 1448962-59-1
• Molecular Formula: C₂₃H₂₈N₂O₃
• Molecular Weight: 380.487
• Mol file: 1448962-59-1.mol

Synonyms:4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol

Chemical Property of 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol

There total 6 articles about 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol 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: 72.0%

dimethyl-piperidin-4-yl-amine (50533-97-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + 5-hydroxy-2-(4'-methoxyphenyl)benzo[b]furan → 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol (1448962-59-1)

Guidance literature:

In ethanol; water; Reflux;

DOI:10.1016/j.ejmech.2014.05.014

Reference yield:

2,5-Dihydroxybenzaldehyde (1194-98-5) → 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol (1448962-59-1)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / diethyl ether / 3 h / 20 °C

2: sodium cyanoborohydride; hydrogenchloride; acetic acid / water; tetrahydrofuran / 16 h / 70 °C / pH Ca_. 3

3: triphenylphosphine hydrobromide / acetonitrile / 3 h / Reflux

4: triethylamine / toluene / Reflux

5: potassium hydroxide / ethanol / 2 h / Reflux

6: ethanol; water / Reflux

With hydrogenchloride; triphenylphosphine hydrobromide; sodium cyanoborohydride; potassium carbonate; acetic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; water; toluene; acetonitrile; 4: |Wittig Olefination / 6: |Mannich Aminomethylation;

DOI:10.1016/j.ejmech.2014.05.014

Reference yield:

2-formyl-1,4-phenylene diacetate (3524-69-4) → 4-((4-(dimethylamino)piperidin-1-yl)methyl)-2-(4-methoxyphenyl)benzofuran-5-ol (1448962-59-1)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium cyanoborohydride; hydrogenchloride; acetic acid / water; tetrahydrofuran / 16 h / 70 °C / pH Ca_. 3

2: triphenylphosphine hydrobromide / acetonitrile / 3 h / Reflux

3: triethylamine / toluene / Reflux

4: potassium hydroxide / ethanol / 2 h / Reflux

5: ethanol; water / Reflux

With hydrogenchloride; triphenylphosphine hydrobromide; sodium cyanoborohydride; acetic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol; water; toluene; acetonitrile; 3: |Wittig Olefination / 5: |Mannich Aminomethylation;

DOI:10.1016/j.ejmech.2014.05.014

upstream raw materials:

2,5-Dihydroxybenzaldehyde

dimethyl-piperidin-4-yl-amine

formaldehyd

2-formyl-1,4-phenylene diacetate