28114-95-6

Upstream product

• 563-80-4 3-methyl-butan-2-one 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 920-39-8 isopropylmagnesium bromide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 13399-33-2 2-(4-methoxyphenyl)-3-methyl-2-butene 

Downstream Products

• 186594-74-1 1-(1-tert-Butylperoxy-1,2-dimethyl-propyl)-4-methoxy-benzene 
• 28115-04-0 1-methoxy-4-(3-methylbut-1-en-2-yl)benzene 
• 28443-29-0 2-<4-Hydroxy-3.5-dinitro-phenyl>-3-methyl-butan 
• 91881-09-3 4-(1,2-dimethyl-propyl)-anisole 
• 91967-90-7 (+/-)-4-Hydroxy-1-(1.2-dimethyl-propyl)-benzol 
• 13399-33-2 2-(4-methoxyphenyl)-3-methyl-2-butene 

Relevant academic research and scientific papers

Added-metal-free catalytic nucleophilic addition of Grignard reagents to ketones

On the basis of the investigation of the combinational effect of quaternary ammonium salts and organic bases, an added-metal-free catalytic system for nucleophilic addition reactions of a variety of Grignard reagents to diverse ketones in THF solvent has been developed to produce tertiary alcohols in good to excellent yields. By using tetrabutylammonium chloride (NBu4Cl) as a catalyst and diglyme (DGDE) as an additive, this system strongly enhances the efficiency of addition at the expense of enolization and reduction. NBu 4Cl should help to shift the Schlenk equilibrium of Grignard reagents to the side of dimeric Grignard reagents to favor the additions of Grignard reagents to ketones via a favored six-membered transition state to form the desired tertiary alcohols, and DGDE should increase the nucleophilic reactivities of Grignard reagents by coordination. This catalytic system has been applied in the efficient synthesis of Citalopram, an effective U.S. FDA-approved antidepressant, and a recyclable version of this catalytic synthesis has also been devised.

Reactivity and Selectivity in the Oxidation of Styrene Derivatives. IV. Studies on the Oxidation of Substituted β,β-Dimethylstyrenes

The liquid phase oxidation of substituted (p-MeO-, p-Cl-, m-CF3-) 2-aryl-3-methyl-but-2-enes, of 1,1-diphenyl-2-methyl-propene, of 1-ethoxy-2-methyl-1-phenyl-propene and of 9-isopropylidene-fluorene with pure oxygen was investigated in chlorobenzene solution and in presence of cumene and of cumene hydroperoxide in the temperature range 65-125°C. The product yields were determined gaschromatographically. The differences of the activation energies of epoxide formation and the parallel reactions were calculated. They amount to 19-48 kJ/mol. The epoxide selectivity increases with increasing temperature and increasing concentration of olefin. The relative chain propagation constants (kpC=C) were determined by competitive oxidation with cumene. The kpC=C values of substituted β,β-dimethylstyrenes can be correlated by a LFE-relationship with the ionisation energies of the olefins.