2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal

Base Information

• Chemical Name: 2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal
• CAS No.: 123694-51-9
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357
• Mol file: 123694-51-9.mol

Synonyms:

Chemical Property of 2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal

There total 1 articles about 2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal 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: 83.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + 2-Bromopyridine-3-carbaldehyde dimethyl acetal (123694-62-2) → 2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal (123694-51-9)

Guidance literature:

With n-butyllithium; 1.) THF, hexane, -78 deg C, 0.5 h, 2.) THF, -78 deg C, 1 h;

DOI:10.1021/jo00103a029

Reference yield:

2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal (123694-51-9) → 5-Hydroxy-6,7-bis(methoxycarbonyl)-8-(3,4-dimethoxyphenyl)quinoline (123694-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂

2: aq. oxalic acid / acetone / 0.17 h / Heating

3: 66 percent / trifluoroacetic acid / benzene / 0.5 h / Heating

With oxalic acid; triethylamine; trifluoroacetic acid; In dichloromethane; acetone; benzene;

DOI:10.1021/jo00103a029

Reference yield:

2-(α-Hydroxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde dimethyl acetal (123694-51-9) → 2-(α-acetoxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde (138589-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: aq. oxalic acid / acetone / 0.17 h / Heating

With oxalic acid; triethylamine; In dichloromethane; acetone;

DOI:10.1021/jo00103a029

upstream raw materials:

3,4-dimethoxy-benzaldehyde

2-Bromopyridine-3-carbaldehyde dimethyl acetal

Downstream raw materials:

2-(α-acetoxy-3,4-dimethoxybenzyl)pyridine-3-carbaldehyde

5-Hydroxy-6,7-bis(methoxycarbonyl)-8-(3,4-dimethoxyphenyl)quinoline