6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester

Base Information

• Chemical Name: 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester
• CAS No.: 874771-62-7
• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.434
• Mol file: 874771-62-7.mol

Synonyms:6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester

Chemical Property of 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester

There total 2 articles about 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester 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: 67.0%

methyl 2,4-dimethoxy-3,6-dimethylbenzoate (58061-99-7) + 2,3-dimethoxybenzyl bromide (54636-77-0) → 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester (874771-62-7) + 3-(2,4-dimethoxy-3,6-dimethyl-phenyl)-6,8-dimethoxy-7-methyl-isochromen-1-one

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2005.11.016

Reference yield:

2,3-dimethoxybenzyl alcohol (5653-67-8) → 6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester (874771-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / PBr₃ / CH₂Cl₂ / 2 h / 0 °C

2: 67 percent / LDA / tetrahydrofuran / -78 °C

With phosphorus tribromide; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2005.11.016

Reference yield:

6-[2-(2,3-dimethoxy-phenyl)-ethyl]-2,4-dimethoxy-3-methyl-benzoic acid methyl ester (874771-62-7) → 6-benzyloxy-1,2,8-trimethoxy-7-methyl-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one (874771-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / PPA

2: 92 percent / BBr₃ / CH₂Cl₂ / -78 °C

3: 95 percent / K₂CO₃ / acetone / Heating

With boron tribromide; potassium carbonate; In dichloromethane; acetone; 1: intramolecular Friedel-Crafts acylation;

DOI:10.1016/j.tetlet.2005.11.016

upstream raw materials:

methyl 2,4-dimethoxy-3,6-dimethylbenzoate

2,3-dimethoxybenzyl bromide

2,3-dimethoxybenzyl alcohol

Downstream raw materials:

6-benzyloxy-1,2,8-trimethoxy-7-methyl-10,11-dihydro-dibenzo[a,d]cyclohepten-5-one

6-benzyloxy-1,2,8-trimethoxy-7-methyl-5-(2-methyl-allyl)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ol