3261-89-0

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-methoxyphenyl)-4-oxo-4-phenylbutanenitrile is used as a synthetic intermediate for the production of various drugs. Its unique structure and reactivity make it a valuable component in the development of new pharmaceuticals with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(4-methoxyphenyl)-4-oxo-4-phenylbutanenitrile is employed as a precursor in the synthesis of agrochemicals. Its versatile chemical properties allow for the creation of compounds with pesticidal or herbicidal activities, contributing to the development of effective crop protection agents.
As a nitrile compound, 2-(4-methoxyphenyl)-4-oxo-4-phenylbutanenitrile requires careful handling and adherence to proper safety measures during its synthesis and use to ensure the well-being of those involved in its production and application.

Upstream product

• 22252-15-9 trans-4-methoxychalcone 
• 109-77-3 malononitrile 
• 20102-12-9 2-hydroxy-2-phenylpropionitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 33646-40-1 4-methoxymandelonitrile 
• 98-86-2 acetophenone 
• 105-56-6 ethyl 2-cyanoacetate 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 613-90-1 benzoyl cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 24737-95-9 4-(4-methoxyphenyl)-6-phenyl-4,5-dihydropyridazin-3(2H)-one 
• 3261-90-3 2-(4-methoxyphenyl)-4-oxo-4-phenylbutanoic acid 
• 23073-05-4 2-(4-methoxy-phenyl)-4-oxo-4-phenyl-butyric acid methyl ester 

Relevant academic research and scientific papers

Cyano-borrowing reaction: Nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to β-cyano ketone

A direct nickel-catalyzed, high atom- and step-economical reaction of cyanohydrins with aldehydes or ketones via an unprecedented "cyano-borrowing reaction" has been developed. Cleavage of the C-CN bond of cyanohydrins followed by aldol condensation and conjugate addition of cyanide to α,β-unsaturated ketones proceeded to deliver a range of racemic β-cyano ketones with good to high yields. The practical procedure with the use of a commercial and less-toxic CN source bodes well for wide application of this protocol.

Conjugate Hydrocyanation of Chalcone Derivatives Using Ethyl Cyanoacetate as an Organic Cyanide Source

The conjugate hydrocyanation of chalcone derivatives using ethyl cyanoacetate as an organic cyanide source at room temperature under open air and transition metal-free conditions was described. The protocol has advantages of using relatively cheap, less toxic, stable and easy-to-handle cyanating reagent, high yield, and mild reaction condition.

Synthesis of β-cyanopropan-1-one derivates by domino reaction

Domino nucleophilic addition was used for four-component Al 2O3-catalyzed environmentally friendly synthesis of polysubstituted β-cyanopropan-1-one. Domino nucleophilic addition involves removal of the cyano group linked to active methylene by the action of KF, and direct addition to enones. The reaction's capability for nucleophilic attack is F- > CN- in DMF. The use of low-toxicity reagents hints that the reaction is more environmentally friendly than traditional approaches. This journal is the Partner Organisations 2014.

Conjugate hydrocyanation of aromatic enones using potassium hexacyanoferrate(II) as an eco-friendly cyanide source

A selective conjugate hydrocyanation of aromatic enones by a one-pot, two-step procedure using potassium hexacyanoferrate(II) as an original eco-friendly cyanide source, potassium hydroxide as a base, and benzoyl chloride as a promoter was described. This protocol has the advantages of a nontoxic cyanide source, high yield, and simple workup procedure. Georg Thieme Verlag Stuttgart · New York.

Cyanation of α,β-unsaturated enones by malononitrile in open air under metal-catalyst-free conditions

Cyanation of α,β-unsaturated enones by employing malononitrile as the organic cyanation source has been disclosed, which proceeds efficiently at room temperature in open air under metal-catalyst-free conditions. The Royal Society of Chemistry 2012.

Highly efficient syntheses of β-cyanoketones via conjugate addition of Me3SiCN to aromatic enones

An efficient 1,4-addition of Me3SiCN to aromatic enones has been achieved with excellent yields (91%-99%) using CsF (1 mol%) as the catalyst and H2O (4 equiv.) as the additive in refluxing dioxane within 7 h. The perfect regioselecti

Highly efficient Cs2CO3-catalyzed 1,4-addition of Me3SiCN to enones with water as the additive

A facile and efficient 1,4-addition of Me3SiCN to enones has been achieved with perfect regioselectivity using Cs2CO3 as catalyst. Thus, with 0.5 mol% of Cs2CO3 and 4 equivalents of H2O as the additive excellent yields (81-99%) of -cyanoketones are obtained within one to five hours. Both aromatic and aliphatic enones are found suitable substrates for this protocol. Georg Thieme Verlag Stuttgart · New York.

The highly efficient 1,4-addition of TMSCN to aromatic enones catalyzed by CsF with water as the additive

An efficient 1,4-addition of TMSCN to aromatic enones has been achieved in excellent yields (91-99%) by CsF (1 mol%) as the catalyst and H2O (4 equiv) as the additive in refluxing dioxane within 2-7 hours. Georg Thieme Verlag Stuttgart - New Yo

An efficient conjugate hydrocyanation of chalcones and related enones with TMSCN under solvent- and additive-free microwave conditions

A first example of solvent- and additive-free 1,4-addition reaction of α,β-unsaturated ketones such as chalcones, 3-nonen-2-one and benzalacetone with trimethylsilyl cyanide (TMSCN) is described. The addition of TMSCN to chalcones, 3-nonen-2-one, and benzalacetone under microwave irradiation in the absence of Lewis or Br?nsted acids and solvents, yielded the corresponding β-cyanoketones in good to moderate yields, as quite rapidly as in 5 min. No systematic substituent effect of chalcones on the yields was observed. No reaction of α,β-unsaturated esters such as methyl cinnamate with TMSCN took place under the same conditions.