60758-79-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Ethoxy-4-hydroxybenzonitrile is used as a chemical intermediate for the synthesis of various drugs and pharmaceutical products. Its aromatic and hydroxyl properties, along with the nitrile group, make it suitable for drug development.
Used in Organic Synthesis and Research:
3-Ethoxy-4-hydroxybenzonitrile is used as a versatile compound in organic synthesis and research due to its unique chemical structure and properties, which allow for various applications in the development of new compounds and materials.

InChI:InChI=1/C9H9NO2/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-5,11H,2H2,1H3

Upstream product

• 5438-50-6 4-acetoxy-3-ethoxy-benzonitrile 
• 34184-93-5 3-ethoxy-4-hydroxybenzaldoxime 
• 121-32-4 4-hydroxy-3-ethoxybenzaldehyde 

Downstream Products

• 60758-86-3 3-ethoxy-4-methoxybenzenecarbonitrile 
• 1450657-31-4 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethen-1-amine 
• 608141-42-0 (S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine 
• 608142-27-4 (R)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethylamine 
• 17183-38-9 1-(3-ethoxy-4-hydroxyphenyl)pentan-1-one 

Relevant academic research and scientific papers

IMPROVED PROCESS FOR THE PREPARATION OF APREMILAST

The present invention relates to an improved process for the preparation of Apremilast of formula (I).

Improved schmidt conversion of aldehydes to nitriles using azidotrimethylsilane in 1,1,1,3,3,3-Hexafluoro-2-Propanol

The Schmidt reaction of aromatic aldehydes using a substoichiometric amount (40 mol %) of triflic acid is described. Low catalyst loading was enabled by a strong hydrogen-bond-donating solvent hexafluoro-2-propanol (HFIP). This improved protocol tolerates a broad scope of aldehydes with diverse functional groups and the corresponding nitriles were obtained in good to high yields without the need for aqueous work up.

PERFUME SYSTEMS

The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.

An unexpected involvement of ethyl-2-cyano-2-(hydroxyimino) acetate cleaved product in the promotion of the synthesis of nitriles from aldoximes: A mechanistic perception

While attempting to synthesize nitriles from aldoximes using O-sulfonate esters of oxyma [ethyl 2-cyano-2-(hydroxyimino)acetate], an unexpected involvement of oxyma cleaved product in promoting the synthesis of nitriles was observed. Such involvement of the oxyma cleaved product in the reaction mechanism, together with the usual anticipated pathway improved drastically the applicability of the method by reducing the time needed for the reaction to be completed over that of the sulfonyl chlorides. Other advantages of the present protocol are excellent yields in ambient and milder conditions.

Solvent free, microwave assisted conversion of aldehydes into nitriles and oximes in the presence of NH2OH · HCl and TiO2

Aromatic aldehydes bearing electron-donating groups are easily converted into their respective nitriles using NH2OH · HCl and TiO 2 under microwave irradiation, while those bearing an electron-withdrawing group give the corresponding oximes.

Process for preparing 3,4-dihydroxy-benzonitrile

A process for preparing 3,4-dihydroxybenzonitrile includes the steps of reacting a nitrile compound with an alkali metal halide, followed by treating with an acid.