Ethyl 3,4-dimethoxymandelate

Base Information

• Chemical Name: Ethyl 3,4-dimethoxymandelate
• CAS No.: 32407-67-3
• Deprecated CAS: 67828-55-1
• Molecular Formula: C12H16 O5
• Molecular Weight: 240.256
• Hs Code.: 2918990090
• European Community (EC) Number: 251-025-0
• DSSTox Substance ID: DTXSID80885534
• Nikkaji Number: J319.377B
• Mol file: 32407-67-3.mol

Synonyms:Ethyl 3,4-dimethoxymandelate;32407-67-3;EINECS 251-025-0;Benzeneacetic acid, .alpha.-hydroxy-3,4-dimethoxy-, ethyl ester;Ethyl 3,4-dimethoxy-alpha-hydroxyphenylacetate;Methyl dl-3,4-dimethoxy-alpha-hydroxyphenylacetate;Benzeneacetic acid, alpha-hydroxy-3,4-dimethoxy-, ethyl ester;SCHEMBL9381287;DTXSID80885534;AKOS006059047;3,4-Dimethoxymandelic acid ethyl ester;Mandelic acid, 3,4-dimethoxy-, ethyl ester;ethyl 2-hydroxy-2-(3,4-dimethoxyphenyl)acetate

Chemical Property of Ethyl 3,4-dimethoxymandelate

Chemical Property:

• Vapor Pressure: 9.46E-06mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 358.1°Cat760mmHg
• Flash Point: 132.9°C
• PSA: 64.99000
• Density: 1.171g/cm³
• LogP: 1.30030
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 240.09977361
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC(=C(C=C1)OC)OC)O

Technology Process of Ethyl 3,4-dimethoxymandelate

There total 6 articles about Ethyl 3,4-dimethoxymandelate 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: 82.0%

→ ethyl-2-(3,4-dimethoxyphenyl)-2-hydroxyacetate (32407-67-3)

Guidance literature:

Reference yield: 79.0%

3,4-dimethoxyphenylglyoxylic acid ethyl ester (40233-98-5) → ethyl-2-(3,4-dimethoxyphenyl)-2-hydroxyacetate (32407-67-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at -30 ℃; for 0.25h;

DOI:10.1055/s-2006-942404

Reference yield:

1,2-dimethoxybenzene (91-16-7) → ethyl-2-(3,4-dimethoxyphenyl)-2-hydroxyacetate (32407-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / AlCl₃ / CH₂Cl₂ / 1 h / 20 °C

2: 79 percent / NaBH₄ / ethanol / 0.25 h / -30 °C

With sodium tetrahydroborate; aluminium trichloride; In ethanol; dichloromethane; 1: Friedel-Crafts acylation;

DOI:10.1055/s-2006-942404

upstream raw materials:

3,4-dimethoxyphenylglyoxylic acid ethyl ester

ethanol

1,2-dimethoxybenzene

Downstream raw materials:

5-(3,4-dimethoxy-phenyl)-3-methyl-2-methylimino-oxazolidin-4-one

chloro-(3,4-dimethoxy-phenyl)-acetic acid ethyl ester

3,4-dimethoxyphenylglycolic acid

carboxymethylsulfanyl-(3,4-dimethoxy-phenyl)-acetic acid ethyl ester

Refernces

• 1、 Ianni, Alen,Waldvogel, Siegfried R.. "Reliable and versatile synthesis of 2-aryl-substituted cinnamic acid esters". . p. 2103 - 2112. Retrieved 2008/02/02.