6340-82-5

Usage

Chemical family

Tetralin derivatives

Physical state

White solid

Molecular weight

374.49 g/mol

Use in organic synthesis and medicinal chemistry

Building block for the synthesis of various pharmaceuticals and bioactive molecules

Biological activities

Antioxidant and anti-inflammatory properties

Potential as a scaffold

For the development of new drugs targeting various diseases

InChI:InChI=1/C24H22O/c25-23-22-14-8-7-13-21(22)15-16-24(23,17-19-9-3-1-4-10-19)18-20-11-5-2-6-12-20/h1-14H,15-18H2

Upstream product

• 100-39-0 benzyl bromide 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 132797-26-3 2-benzyl-1-tetralone 

Relevant academic research and scientific papers

N-Heterocyclic olefins as efficient phase-transfer catalysts for base-promoted alkylation reactions

N-Heterocyclic olefins (NHOs) have very recently emerged as efficient promoters for several chemical reactions due to their strong Br?nsted/Lewis basicities. Here we report the novel application of NHOs as efficient phase-transfer organocatalysts for synt

Why is alkylation of an enolate accompanied by so much polyalkylation?

(Equation presented) The lithium enolate 1-Li of 6-phenyl-α-tetralone forms a monomer-tetramer equilibrium in THF at 25 °C with K1,4 = 4.7E+10 M-3. The lithium enolate 2-Li, however, forms a monomer-dimer equilibrium with K1,2/

Rate enhancement with high ratio of the monoalkylated product to the dialkylated product in the alkylation of the lithium enolate of 1-tetralone with reactive alkyl halides

The reactions of the lithium enolate of 1-tetralone with reactive alkyl halides were examined in the absence and in the presence of 3 eq of various ligands for the lithium. It is shown that the rates of the reactions are enhanced greatly in the presence a tetradentate amine (1,1,4,7,10,10-hexamethyltriethylenetetramine), and the ratio of the monoalkylated product to the dialkylated product is increased under shorter reaction times.

1,1,4,7,10,10-Hexamethyltriethylenetetramine: A reagent to enhance the rate of alkylation reaction of the lithium enolate of 1-tetralone with alkyl halides

The rate of the reaction of the lithium enolate of 1-tetralone with alkyl halides was enhanced greatly in the presence of 3 equivalents of 1,1,4,7,10,10-hexamethyltriethylenetetramine. The ratio of the monoalkylated product to the dialkylated product was found to have increased under a shorter reaction time.

On the π-π interaction in the benzylation of ketones

The benzylation of a set of nine ketones provides enough information to establish how the ketone structure affects the existence of a π-π interaction. The presence of a phenyl moiety starting from the a-carbon atom and flexibility in cyclic ketones are st