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Phenylacetaldehyde is an aldehyde that consists of acetaldehyde bearing a phenyl substituent; the parent member of the phenylacetaldehyde class of compounds. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite.
The Wacker process or the Hoechst-Wacker process (named after the chemical companies of the same name) refers to the oxidation of ethylene to acetaldehyde in the presence of palladium(II) chloride and copper(II) chloride as the catalyst. [1]
The Fischer indole synthesis is a chemical reaction that produces the aromatic heterocycle indole from a (substituted) phenylhydrazine and an aldehyde or ketone under acidic conditions. [1] [2] The reaction was discovered in 1883 by Emil Fischer. Today antimigraine drugs of the triptan class are often synthesized by this method. The Fischer ...
[3] [4] In both species, it is subsequently metabolized into 4-hydroxyphenylacetate by aldehyde dehydrogenase (ALDH) enzymes in humans and the phenylacetaldehyde dehydrogenase (feaB) enzyme in E. coli. [3] [4] [5] The condensation of 4-hydroxyphenylacetaldehyde and dopamine is a key step in the biosynthesis of benzylisoquinoline alkaloids.
The reaction is an example of reductive amination. [1] The reaction, named after Rudolf Leuckart , uses either ammonium formate or formamide as the nitrogen donor and reducing agent . It requires high temperatures, usually between 120 and 130 °C; for the formamide variant, the temperature can be greater than 165 °C.
[4] [5] The reaction has since been extended to the synthesis of β-keto esters from the condensation between aldehydes and diazo esters. [6] The general reaction scheme is as follows: General Scheme for Buchner Reaction. The reaction yields two possible carbonyl compounds (I and II) along with an epoxide (III). The ratio of the products is ...
An example is the conversion of styrene to 4-phenyl-m-dioxane. [6] in gray: only in specific reactions and when the carbocation is very stable the reaction takes a shortcut to the oxetane 12. The photochemical Paternò–Büchi reaction between alkenes and aldehydes to oxetanes is more straightforward.
In enzymology, a phenylacetaldehyde dehydrogenase (EC 1.2.1.39) is an enzyme that catalyzes the chemical reaction. phenylacetaldehyde + NAD + + H 2 O phenylacetate + NADH + 2 H +. The 3 substrates of this enzyme are phenylacetaldehyde, NAD +, and H 2 O, whereas its 3 products are phenylacetate, NADH, and H +.