2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane
• CAS No.: 936844-21-2
• Molecular Formula: C₁₆H₂₃BrO₆
• Molecular Weight: 391.259
• Mol file: 936844-21-2.mol

Synonyms:2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane

Chemical Property of 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane

There total 7 articles about 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane 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: 97.0%

3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}benzaldehyde (936844-20-1) + ethylene glycol (107-21-1) → 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane (936844-21-2)

Guidance literature:

With toluene-4-sulfonic acid; benzene; Heating;

DOI:10.1021/ja0690013

Reference yield:

3-bromo-5-nitrobenzaldehyde (355134-13-3) → 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane (936844-21-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / p-TsOH*H₂O / benzene / Heating

2: NEt₃; formic acid / Pt/C / 2 h / Heating

3: NaNO₂ / acetic acid; H₂O; H₂SO₄ / 0.5 h / 0 °C

4: 3.89 g / aq. sulfuric acid / acetic acid; H₂O / 0.08 h / Heating

5: 78 percent / K₂CO₃ / dimethylformamide / 72 h / 60 - 70 °C

6: 97 percent / TsOH*H₂O; benzene / Heating

With formic acid; sulfuric acid; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium nitrite; benzene; platinum on activated charcoal; In sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja0690013

Reference yield:

2-(3-bromo-5-nitrophenyl)-1,3-dioxolane (936844-18-7) → 2-(3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane (936844-21-2)

Guidance literature:

Multi-step reaction with 5 steps

1: NEt₃; formic acid / Pt/C / 2 h / Heating

2: NaNO₂ / acetic acid; H₂O; H₂SO₄ / 0.5 h / 0 °C

3: 3.89 g / aq. sulfuric acid / acetic acid; H₂O / 0.08 h / Heating

4: 78 percent / K₂CO₃ / dimethylformamide / 72 h / 60 - 70 °C

5: 97 percent / TsOH*H₂O; benzene / Heating

With formic acid; sulfuric acid; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium nitrite; benzene; platinum on activated charcoal; In sulfuric acid; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/ja0690013

upstream raw materials:

3-bromo-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}benzaldehyde

ethylene glycol

3-bromo-5-(1,3-dioxolan-2-yl)aniline

3-bromo-5-[1,3]dioxolan-2-yl-phenol

Downstream raw materials:

2-(3-ethynyl-5-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}phenyl)-1,3-dioxolane

C₆₉H₇₈O₁₉