2-(2-bromoethyl)-6-methylbenzaldehyde

Base Information

• Chemical Name: 2-(2-bromoethyl)-6-methylbenzaldehyde
• CAS No.: 1219468-08-2
• Molecular Formula: C₁₀H₁₁BrO
• Molecular Weight: 227.101
• Mol file: 1219468-08-2.mol

Synonyms:2-(2-bromoethyl)-6-methylbenzaldehyde

Chemical Property of 2-(2-bromoethyl)-6-methylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-bromoethyl)-6-methylbenzaldehyde

There total 4 articles about 2-(2-bromoethyl)-6-methylbenzaldehyde 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: 65.0%

8-methyl-1-methoxyisochroman (1219468-09-3) → 2-(2-bromoethyl)-6-methylbenzaldehyde (1219468-08-2)

Guidance literature:

With trimethylsilyl bromide; tetrabutylammomium bromide; In toluene; at 80 ℃; for 4h;

DOI:10.1021/ja100787a

Reference yield:

2-(3-methylphenyl)ethanol (1875-89-4) → 2-(2-bromoethyl)-6-methylbenzaldehyde (1219468-08-2)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 24 h / 0 - 20 °C / Inert atmosphere

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 48 h / 20 °C / Inert atmosphere

4: trimethylsilyl bromide; tetrabutylammomium bromide / toluene / 4 h / 80 °C / Inert atmosphere

With trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; acetonitrile;

DOI:10.1002/adsc.201600223

Reference yield:

1-(2-(methoxymethoxy)ethyl)-3-methylbenzene (1032509-64-0) → 2-(2-bromoethyl)-6-methylbenzaldehyde (1219468-08-2)

Guidance literature:

Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 24 h / 0 - 20 °C / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 48 h / 20 °C / Inert atmosphere

3: trimethylsilyl bromide; tetrabutylammomium bromide / toluene / 4 h / 80 °C / Inert atmosphere

With trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; tetrabutylammomium bromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; acetonitrile;

DOI:10.1002/adsc.201600223

upstream raw materials:

8-methyl-1-methoxyisochroman

2-(3-methylphenyl)ethanol

1-(2-(methoxymethoxy)ethyl)-3-methylbenzene

Downstream raw materials:

N-benzoylimino-3,4-dihydro-8-methylisoquinolinium betaine