VanillylMandelic Acid Ethyl Ester

Base Information

• Chemical Name: VanillylMandelic Acid Ethyl Ester
• CAS No.: 52058-11-4
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• Mol file: 52058-11-4.mol

Synonyms:VanillylMandelic Acid Ethyl Ester;4-Hydroxy-3-Methoxy-Mandelic Acid Ethyl Ester;α,4-Dihydroxy-3-Methoxy-benzeneacetic Acid Ethyl Ester;Benzeneacetic acid, a,4-dihydroxy-3-Methoxy-, ethyl ester

Chemical Property of VanillylMandelic Acid Ethyl Ester

Chemical Property:

• PSA: 75.99000
• LogP: 0.99730
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

95% ^*data from raw suppliers

VanillylmandelicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Homovanillic Acid intermediate.

Technology Process of VanillylMandelic Acid Ethyl Ester

There total 4 articles about VanillylMandelic Acid Ethyl 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: 77.0%

ethyl bromide (74-96-4) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9) → ethyl 4-hydroxy-3-methoxymandelate (52058-11-4)

Guidance literature:

4-hydroxy-3-methoxy-mandelic acid; With caesium carbonate; In methanol; water; pH=7;

ethyl bromide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.tetlet.2013.07.048

Reference yield: 58.0%

ethanol (64-17-5) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9) → 2-furanoic acid (88-14-2) + ethyl 4-hydroxy-3-methoxymandelate (52058-11-4)

Guidance literature:

With hydrogenchloride; ascorbic acid; In ethanol; at 60 ℃; for 8h; pH 1;

DOI:10.1016/S0040-4020(97)00396-7

Reference yield: 41.0%

4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9) + ascorbic acid (50-81-7,98966-42-8) → 2-furanoic acid (88-14-2) + ethyl 4-hydroxy-3-methoxymandelate (52058-11-4)

Guidance literature:

With hydrogenchloride; In ethanol; at 60 ℃; for 8h; pH 1;

DOI:10.1016/S0040-4020(97)00396-7

upstream raw materials:

ethanol

4-hydroxy-3-methoxy-mandelic acid

ascorbic acid

ethyl bromide

Downstream raw materials:

4-hydroxy-3-methoxy-mandelic acid

4-hydroxy-3-methoxy-mandelic acid-amide

1-(4-hydroxy-3-methoxy-phenyl)-propane-1,2-dione

diacetylvanillylmandelic acid

Refernces

• 1、 Cardinal, Sébastien,Azelmat, Jabrane,Grenier, Daniel,Voyer, Normand. "Anti-inflammatory properties of quebecol and its derivatives". supporting information. p. 440 - 444. Retrieved 2016/01/09.
• 2、 Preobrazhenskaya,Rozhkov,Lazhko,Yudina,Korolev. "Reaction of vanilmandelic acid and 4-Hydroxybenzyl alcohol derivatives with L-ascorbic acid". . p. 6971 - 6976. Retrieved 2007/10/03.