88861-08-9

Usage

Type of compound

Ketone

Odor

Fruity and floral

Uses

Fragrance and flavor industries, production of perfumes, manufacturing of soaps and detergents

Applications

Synthesis of other organic compounds, intermediate in production of pharmaceuticals and agrochemicals, various industrial processes and consumer products.

Upstream product

• 629-27-6 1-Iodooctane 
• 93-55-0 1-phenyl-propan-1-one 
• 451-40-1 phenyl benzyl ketone 
• 111-87-5 octanol 
• 67-56-1 methanol 
• 98-86-2 acetophenone 

Downstream Products

• 252975-32-9 selenophosphoric acid Se-(1-benzoyl-1-methylnonyl) ester O,O-diethyl ester 
• 252975-23-8 thiophosphoric acid S-(1-benzoyl-1-methylnonyl) ester O,O-diethyl ester 
• 609815-87-4 Trimethyl-((E)-2-methyl-1-phenyl-dec-1-enyloxy)-silane 

Relevant academic research and scientific papers

Mn(ii)-catalysed alkylation of methylene ketones with alcohols: Direct access to functionalised branched products

Herein an operationally simple alkylation of methylene ketones with primary alcohols is reported. Use of an inexpensive and earth abundant Mn/1,10-phenanthroline system enables direct access to a series of functionalised branched ketones including one-pot sequential double alkylation and Alzheimer's drug donepezil. Preliminary mechanistic investigation, determination of the rate and order of reactions and deuterium labeling experiments support the participation of the hydrogen-borrowing strategy for the ketone alkylation.

Nickel-Catalyzed Hydrogen-Borrowing Strategy for α-Alkylation of Ketones with Alcohols: A New Route to Branched gem-Bis(alkyl) Ketones

The α-alkylation of ketones using an earth-abundant and nonprecious NiBr2/L1 system is reported. This nickel-catalyzed reaction could be performed in gram scale and successfully applied in the synthesis of donepezil (Alzheimer's drug) and functionalization of steroid hormones and fatty acid derivatives. Synthesis of N-heterocycles, methylation of ketones, and one-pot double alkylation to bis-hetero aryl ketones using two different alcohols with a single catalyst broadens the scope of the catalytic protocol. Preliminary mechanistic studies using defined Ni-H species and deuterium-labeling experiments established the participation of the borrowing-hydrogen strategy.

Iridium-catalyzed selective α-methylation of ketones with methanol

Iridium-catalyzed selective α-dimethylation and α-methylation of ketones or phenylacetonitriles, using methanol as the methylating agent, were achieved. In addition, three-component cross α-methyl-alkylation was successfully performed using methyl ketones with methanol and primary alcohols with long-chain alkyl groups. This method provides a very convenient direct route to α-methylated ketones, using methanol.