68758-68-9

Usage

Uses

Used in Organic Synthesis:
Ethyl 4-hydroxymandelate is used as a building block in the synthesis of various pharmaceutical drugs, leveraging its functional groups to facilitate organic chemistry reactions.
Used in Pharmaceutical Research:
In the pharmaceutical industry, Ethyl 4-hydroxymandelate is used as a research compound for its potential in developing new drugs, thanks to its versatile chemical structure and properties.
Used in Antioxidant Applications:
Ethyl 4-hydroxymandelate is investigated for its potential antioxidant properties, which could be harnessed in the development of products that protect against oxidative stress and related conditions.
Used in Antibacterial Applications:
ETHYL 4-HYDROXYMANDELATE is also being studied for its possible antibacterial properties, which could lead to its use in creating new antimicrobial agents to combat bacterial infections.

InChI:InChI=1/C10H12O4/c1-2-14-10(13)9(12)7-3-5-8(11)6-4-7/h3-6,9,11-12H,2H2,1H3

Upstream product

• 70080-54-5 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester 
• 1027646-59-8 C₁₇H₁₆O₅ 
• 64-17-5 ethanol 

Downstream Products

• 79694-14-7 4-ethoxy-mandelic acid 
• 70080-54-5 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester 
• 109394-53-8 (4-(benzyloxy)phenyl)chloroacetic acid ethyl ester 
• 116601-27-5 benzyloxycarbonyloxy-(4-benzyloxycarbonyloxy-phenyl)-acetic acid amide 
• 581064-34-8 methanesulfonyloxy(4-methanesulfonyloxyphenyl)-acetic acid ethyl ester 
• 228578-06-1 ethyl 4-(3-bromopropoxy)mandelate 
• 74908-93-3 4-(2-hydroxy-3-isopropylaminopropoxy)phenylglyoxylic acid amide 
• 81346-70-5 4-(2,3-oxidopropoxy)phenylglyoxylic acid amide 
• 81346-69-2 4-hydroxyphenylglyoxylic acid amide 
• 74908-87-5 4-hydroxy-mandelic acid-amide 
• 1198-84-1 4-hydroxymandelic acid 

Relevant academic research and scientific papers

Generation and conjugate additions of o-quinone methides under mild base conditions: Rapid synthesis of n-substituted aryl glycine derivatives

A one-step approach was observed to give N-substituted aryl glycine derivatives in good to excellent yields (up to 93 %) from (ortho-hydroxymethyl) aryl benzoates. A cascade mechanism was proposed for the generation and in situ conjugate addition of the ortho-quinone methides. This mechanism is strongly supported by our subsequent findings that tertiary amines could promote the process. Different functional groups on the (ortho-hydroxymethyl)aryl benzoates and various amines were investigated to explore the scope of this cascade process. The substituents on the substrates strongly affected the reaction time and yield, and various primary and secondary amines were used as nucleophiles. The addition of tertiary amines enhanced the addition process for less basic nucleophiles. A one-step cascade approach was observed to give N-substituted aryl glycine derivatives from (ortho-hydroxymethyl)aryl benzoates under very mild conditions. The proposed mechanism involves the generation of an ortho-quinone methide and its in situ conjugate addition. Various substituent groups on the substrate and different amines as the nucleophile were investigated. Copyright

1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride in combination with triethylamine: An improved catalytic system for hydroacylation/reduction of activated ketones

A rapid, economic, and high yielding methodology has been developed for hydroacylation/reduction of activated ketones by using 1,3-bis(2,4,6- trimethylphenyl)imidazolium chloride as a catalyst in combination with triethylamine. The reaction proceeded at an ambient temperature via generating N-heterocyclic carbene in situ that interacted with the (hetero)aryl aldehyde employed. While the reduction of ketones takes place in MeOH, the hydroacylation process was found to be effective in THF for both electron rich and deficient aldehydes.

Reduction of activated carbonyl groups by alkyl phosphines: Formation of α-hydroxy esters and ketones

Reduction of activated carbonyl groups such as α-keto esters, benzils, 1,2-cyclohexanedione, and α-ketophosphonates by alkyl phosphines afforded the corresponding α-hydroxy esters or ketones in good to excellent yields in THF at room temperature. The mechanism of the proton transfer and intramolecular hydrolysis has been studied on the basis of deuterium and 18O labeling experiments. The Royal Society of Chemistry 2006.