1-formyl-4,5-dimethoxyphenylacetic acid methyl ester

Base Information

• Chemical Name: 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester
• CAS No.: 124201-24-7
• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24
• Mol file: 124201-24-7.mol

Synonyms:1-formyl-4,5-dimethoxyphenylacetic acid methyl ester

Chemical Property of 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester

There total 4 articles about 1-formyl-4,5-dimethoxyphenylacetic 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:

(3,4-Dimethoxyphenyl)acetic acid (93-40-3) → 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester (124201-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / conc. H₂SO₄ / 20 h / Heating

2: 78 percent / AlCl₃ / CH₂Cl₂ / 1) -5 deg C, 1 h, 2) 35 deg C, 30 min, 3) 20 deg C, 12 h

With aluminium trichloride; sulfuric acid; In dichloromethane;

DOI:10.1021/jo00291a029

Reference yield:

C19H22O5 → 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester (124201-24-7)

Guidance literature:

C₁₉H₂₂O₅; With palladium 10% on activated carbon; 20% palladium hydroxide-activated charcoal; hydrogen; In methanol; for 8h;

In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/acs.joc.8b01282

Reference yield:

dichloromethyl n-butyl ether (5312-73-2) + methyl (3,4-dimethoxyphenyl)acetate (15964-79-1) → 1-formyl-4,5-dimethoxyphenylacetic acid methyl ester (124201-24-7)

Guidance literature:

With aluminium trichloride; water; Yield given. Multistep reaction; 1.) CHCl₃, 0 deg C, 30 min, 2.) CHCl₃, 0 deg C;

DOI:10.1007/BF00532071

upstream raw materials:

dichloromethyl n-butyl ether

methyl (3,4-dimethoxyphenyl)acetate

(3,4-Dimethoxyphenyl)acetic acid

Downstream raw materials:

(6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolyl)methanol

(2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methanol

Refernces

• 1、 Tosunyan, D. E.,Berin, S. V.,Kuznetsov, E. V.. "2-BENZOPYRYLIUM SALTS. 44. FORMATION OF 4-ACYL-3,4-DIHYDROISOQUINOLINIUM SALTS FROM THE REACTION OF 2-BENZOPYRYLIUM SALTS WITH AZOMETHINES AND THE CYCLOADDITION OF MALEIMIDES TO THE PRODUCT OF THEIR DEPROTONATION, THE 2,3-DIHYDROISOQUINOLINES". . p. 1249 - 1254. Retrieved 1992.
• 2、 Gardiner,Bryce,Bates,Hursthouse. "Cephalotaxine analogues: Stereospecific synthesis of spiro-fused 3-benzazepine and 1,3-benzodiazepine derivatives". . p. 1261 - 1266. Retrieved 2007/10/02.