3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal

Base Information

• Chemical Name: 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal
• CAS No.: 186461-76-7
• Molecular Formula: C₁₇H₂₀BrNO₅
• Molecular Weight: 398.254
• Mol file: 186461-76-7.mol

Synonyms:3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal

Chemical Property of 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal

There total 4 articles about 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal 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: 64.0%

2-bromopyridine-4-carboxaldehyde (118289-17-1) + 2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal (70461-33-5) → 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal (186461-76-7)

Guidance literature:

2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal; With n-butyllithium; In tetrahydrofuran; hexane; for 0.5h; Cooling with acetone-dry ice;

2-bromopyridine-4-carboxaldehyde; In tetrahydrofuran; hexane; for 1h;

With 1-[2-[(4R)-4-hydroxy-1,2,3,4-tetrahydroquinolin-1-yl]-pyridin-4-yl]-2,3-bis(hydroxymethyl)-6,7-dimethoxynaphthalene; In tetrahydrofuran; hexane; water;

Reference yield:

2-bromopyridine-4-carboxaldehyde (118289-17-1) + C11H15LiO4 → 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal (186461-76-7)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(97)10849-8

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 3,4-dimethoxy-6-(2-bromo-4-pyridyl)(hydroxy)methylbenzaldehyde dimethylacetal (186461-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromine / methanol; water / 4 h / 20 °C

2.1: toluene-4-sulfonic acid / methanol / 3 h / Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / Inert atmosphere; Cooling with acetone-dry ice

3.2: 1 h

With n-butyllithium; bromine; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; water;

upstream raw materials:

2-bromopyridine-4-carboxaldehyde

2-bromo-4,5-dimethoxybenzaldehyde dimethyl acetal

3,4-dimethoxy-benzaldehyde

2-bromo-4,5-dimethoxybenzaldehyde