234448-84-1

Upstream product

• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 17049-49-9 octylmagnesium bromide 
• 930-68-7 cyclohexenone 
• 3314-49-6 octyllithium 
• 504-02-9 1,3-cylohexanedione 

Downstream Products

• 20056-69-3 meta-n-octylphenol 
• 234448-88-5 3-octylcyclohex-2-en-1-ol 

Relevant academic research and scientific papers

Highly efficient methods for the one-pot synthesis of β-substituted enones

A new mild and practically convenient one-pot procedure for the direct β-substitution of enones, developed using a conjugate addition-oxidation strategy with a full range of copper based reagents and N-tert- butylphenylsulfinimidoyl chloride, was analyzed. To start the investigation reaction of a simple Gilman cuprate, lithium di-n-butylcuprate, with cyclohex-2-enone was performed. The desired one-pot transformation was found to be achievable, albeit in a low 39% yield. The application of a series of individual organocuprate reagents was also investigated. It was observed that the technique provided good to excellent yields of β-substituted enones from all of the unsaturated starting materials employed.

Synthesis and antinematodal activity of 3-n-alkylphenols

Several 3-alkylphenols including 3-undecylphenol, which was isolated from a Sumatran rainforest plant, were synthesized to investigate their antinematodal activity against the phytopathogenic nematodes, Bursapherencus xylophilus. A three-step synthesis involving the treatment of 2-cyclohexen-1-one with the Grignard reagent, oxidation of the resulting 1-alkyl-2-cyclohexen-1-ol and subsequent aromatization of 3-alkyl-2-cyclohexen-1-one successfully afforded such phenols. Among the 3-alkylphenols, 3-nonylphenol showed the highest activity, while 3-decylphenol and 3-undecylphenol also showed high activity.

Chemo-enzymatic preparation of optically active endo- bicyclo[4.1.0]heptan-2-ols

Resolutions of endo-bicyclo[4.1.O]heptan-2-ols were achieved by acylation in the presence of lipase from Candida antarctica (Novozym). The (1S,2R,6R) enantiomers reacted faster and the enantiomeric ratios were between 60 and 800 for the 6-substituted bicycloalkanols.