methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate

Base Information

• Chemical Name: methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate
• CAS No.: 1198596-71-2
• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.32
• Mol file: 1198596-71-2.mol

Synonyms:methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate

Chemical Property of methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate

There total 3 articles about methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate 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: 71.0%

4-bromo-1-(ethoxymethoxy)-2-methoxybenzene (1198596-70-1) + malonic acid dimethyl ester (108-59-8) → methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate (1198596-71-2)

Guidance literature:

malonic acid dimethyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

4-bromo-1-(ethoxymethoxy)-2-methoxybenzene; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.200903316

Reference yield:

4-bromoguaiacol (7368-78-7) → methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate (1198596-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane

2: diisopropylamine; n-butyllithium / tetrahydrofuran / -78 °C

With n-butyllithium; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2016.03.037

Reference yield:

2-methoxy-phenol (90-05-1) → methyl 3-(ethoxymethoxy)-2-methoxy-6-(2'-methoxy-2'-oxoethyl)benzoate (1198596-71-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromine / dichloromethane / 1 h / -78 - -5 °C / Inert atmosphere

2.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C

With dmap; bromine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2014.11.030

upstream raw materials:

4-bromo-1-(ethoxymethoxy)-2-methoxybenzene

malonic acid dimethyl ester

4-bromoguaiacol

2-methoxy-phenol

Downstream raw materials:

methyl 4-bromo-3-hydroxyl-2-methoxy-6-(2-methoxy-2-oxoethyl)benzoate