1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene

Base Information

• Chemical Name: 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene
• CAS No.: 5859-85-8
• Molecular Formula: C₉H₁₀BrClO₂
• Molecular Weight: 265.534
• Mol file: 5859-85-8.mol

Synonyms:1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene

Chemical Property of 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene

There total 4 articles about 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene 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: 82.0%

2-chloro-3,5-dimethoxybenzyl alcohol (5859-84-7) → 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene (5859-85-8)

Guidance literature:

With phosphorus tribromide; In benzene; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400670y

Reference yield:

3,5-dimethoxybenzyl alcohol (705-76-0) → 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene (5859-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-chloro-succinimide / tetrachloromethane / 48 h / Inert atmosphere; Schlenk technique; Reflux

2: phosphorus tribromide / benzene / Inert atmosphere; Schlenk technique

With N-chloro-succinimide; phosphorus tribromide; In tetrachloromethane; benzene;

DOI:10.1021/jo400670y

Reference yield:

methyl 3,5-dimethoxybenzoate (2150-37-0) → 1-(bromomethyl)-2-chloro-3,5-dimethoxybenzene (5859-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuryl dichloride / acetonitrile / 1.5 h / -10 - 0 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

3: phosphorus tribromide / dichloromethane / 1.2 h / -10 - 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; sulfuryl dichloride; phosphorus tribromide; In tetrahydrofuran; dichloromethane; acetonitrile;

upstream raw materials:

3,5-dimethoxybenzyl alcohol

2-chloro-3,5-dimethoxybenzyl alcohol

methyl 3,5-dimethoxybenzoate

Downstream raw materials:

(1S,4aS,5S,8aR)-1-(2-Chloro-3,5-dimethoxy-benzyl)-5-hydroxy-1,4a-dimethyl-octahydro-naphthalen-2-one

C₂₄H₃₀ClN₅O₆

tert-butyl(((1R,3aS,4S,7aR)-4-(2-chloro-3,5-dimethoxybenzyl)-4,7a-dimethyl-5-methyleneoctahydro-1H-inden-1-yl)oxy)-dimethylsilane

2-chloro-1-(iodomethyl)-3,5-dimethoxybenzene