4-BROMO-2-ETHOXY-1-METHOXYBENZENE

Base Information

• Chemical Name: 4-BROMO-2-ETHOXY-1-METHOXYBENZENE
• CAS No.: 52849-52-2
• Molecular Formula: C9H11BrO2
• Molecular Weight: 231.089
• Hs Code.: 2909309090
• Mol file: 52849-52-2.mol

Synonyms:1-Bromo-3-ethoxy-4-methoxybenzene;4-Bromo-2-ethoxy-1-methoxybenzene;4-Bromo-2-ethoxyanisole;

Chemical Property of 4-BROMO-2-ETHOXY-1-METHOXYBENZENE

Chemical Property:

• Vapor Pressure: 0.031mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 252.08 °C at 760 mmHg
• Flash Point: 100.607 °C
• PSA: 18.46000
• Density: 1.358 g/cm³
• LogP: 2.85640
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

4-Bromo-2-ethoxyanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-2-ETHOXY-1-METHOXYBENZENE

There total 7 articles about 4-BROMO-2-ETHOXY-1-METHOXYBENZENE 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: 100.0%

5-bromo-2-methoxyphenol (37942-01-1) + ethyl iodide (75-03-6) → 1-Bromo-3-ethoxy-4-methoxybenzene (52849-52-2)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 10.5h;

Reference yield: 85.0%

diethyl sulfate (64-67-5) + 5-bromo-2-methoxyphenol (37942-01-1) → 1-Bromo-3-ethoxy-4-methoxybenzene (52849-52-2)

Guidance literature:

With sodium hydroxide; In water; 1.) room temp., 1 h; 2.) reflux, 40 min;

DOI:10.1055/s-1987-27866

Reference yield:

1-acetoxy-5-bromo-2-methoxybenzene (66037-04-5) → 1-Bromo-3-ethoxy-4-methoxybenzene (52849-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / methanol / 3 h / 70 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide; tetrahydrofuran / 10.5 h / 20 °C / Inert atmosphere

With sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.9b01513

upstream raw materials:

5-bromo-2-methoxyphenol

ethyl iodide

diethyl sulfate

5-bromo-2-methoxybenzaldehyde

Downstream raw materials:

4-amino-2-[(1S)-1-(3-ethoxy 4-methoxyphenyl)-2-methanesulfonylethyl]-2,3-dihydro-1H-isoindole-1,3-dione

R-Apremilast

(3-ethoxy-4-methoxyphenyl)boronic acid

Refernces

• 1、 -. "Boron Containing PDE4 Inhibitors". Paragraph 0601-0602. . Retrieved 2020/04/29.
• 2、 Tercio, J.,Ferreira, B.,Catani, V.,Comasseto, J. V.. "Synthesis of 2,2-Dimethyl-2H-thiochromenes, the Sulfur Analogs of Precocenes". . p. 149 - 153. Retrieved 2007/10/02.