Benzoic acid, 2-(acetyloxy)-4-methoxy-, 2-methoxy-5-methyl-1,4-phenylene ester

Base Information

• Chemical Name: Benzoic acid, 2-(acetyloxy)-4-methoxy-, 2-methoxy-5-methyl-1,4-phenylene ester
• CAS No.: 112649-74-8
• Molecular Formula: C₂₈H₂₆O₁₁
• Molecular Weight: 538.508
• Mol file: 112649-74-8.mol

Synonyms:

Chemical Property of Benzoic acid, 2-(acetyloxy)-4-methoxy-, 2-methoxy-5-methyl-1,4-phenylene ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 2-(acetyloxy)-4-methoxy-, 2-methoxy-5-methyl-1,4-phenylene ester

There total 6 articles about Benzoic acid, 2-(acetyloxy)-4-methoxy-, 2-methoxy-5-methyl-1,4-phenylene 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:

4-methoxysalicylic acid (2237-36-7) → 2,5-bis(2-acetoxy-4-methoxybenzoyloxy)-4-methoxytoluene (112649-74-8)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂SO₄

2: 8.65 g / K₂CO₃, KI / acetone / 18 h / Heating

3: 1.) oxalyl chloride / 1.) benzene, reflux, 9 h, 2.) pyridine, N,N-dimethylaminopyridine, r.t., 48 h

4: 1.73 g / CH₃COOH, H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

5: 840 mg / DMAP / pyridine / Ambient temperature

With dmap; oxalyl dichloride; sulfuric acid; hydrogen; potassium carbonate; acetic acid; potassium iodide; palladium on activated charcoal; In pyridine; ethyl acetate; acetone;

Reference yield:

2,5-dihydroxy-4-methoxytoluene (7417-68-7) → 2,5-bis(2-acetoxy-4-methoxybenzoyloxy)-4-methoxytoluene (112649-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) oxalyl chloride / 1.) benzene, reflux, 9 h, 2.) pyridine, N,N-dimethylaminopyridine, r.t., 48 h

2: 1.73 g / CH₃COOH, H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

3: 840 mg / DMAP / pyridine / Ambient temperature

With dmap; oxalyl dichloride; hydrogen; acetic acid; palladium on activated charcoal; In pyridine; ethyl acetate;

Reference yield:

4-methoxymethylsalicylate (5446-02-6) → 2,5-bis(2-acetoxy-4-methoxybenzoyloxy)-4-methoxytoluene (112649-74-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 8.65 g / K₂CO₃, KI / acetone / 18 h / Heating

2: 1.) oxalyl chloride / 1.) benzene, reflux, 9 h, 2.) pyridine, N,N-dimethylaminopyridine, r.t., 48 h

3: 1.73 g / CH₃COOH, H₂ / 10percent Pd/C / ethyl acetate / 760 Torr

4: 840 mg / DMAP / pyridine / Ambient temperature

With dmap; oxalyl dichloride; hydrogen; potassium carbonate; acetic acid; potassium iodide; palladium on activated charcoal; In pyridine; ethyl acetate; acetone;

upstream raw materials:

acetic anhydride

2,5-bis(2-hydroxy-4-methoxybenzoyloxy)-4-methoxytoluene

4-methoxysalicylic acid

2,5-dihydroxy-4-methoxytoluene

Downstream raw materials:

5-Hydroxy-2-(2-hydroxy-4-methoxyphenyl)-6-methoxybenzofuran

2,5-bis(2-acetoxy-4-methoxybenzoyloxy)-4-methoxybenzyl bromide

Refernces