24851-93-2

Usage

InChI:InChI=1/C12H20O2/c1-3-4-5-7-11-8-6-9-12(11)14-10(2)13/h3-9H2,1-2H3

Upstream product

• 4819-67-4 2-pentyl-cyclopentanone 
• 108-24-7 acetic anhydride 
• 110-53-2 1-Bromopentane 
• 108-22-5 Isopropenyl acetate 
• 24852-03-7 2-Ethoxycarbonyl-2-pentyl-1-cyclopentanone 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 

Downstream Products

• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 6093-95-4 methyl 5-oxodecanoate 
• 2570-03-8 (+/-)-methyl trans-dihydrojasmonate 
• 2570-03-8 (+/-)-methyl dihydroepijasmonate 
• 51806-24-7 methyl 1-hydroxy-2-pentylcyclopent-2-eneacetate 
• 51806-23-6 methyl 1-carboxymethyl-1-(2-pentyl-3-oxocyclopentyl)acetate 
• 3572-64-3 2-(3-oxy-2-pentylcyclopentyl)acetic acid 
• 13074-63-0 2-pentyl-3-methyl-cyclopentan-1-one 

Relevant academic research and scientific papers

Novozyme 435 asymmetric hydrolysis of enol ester with series acid moiety

(R)-2-pentylcyclopentanone can be synthesized by the asymmetric hydrolysis of enol esters, catalyzed by immobilized candida antarctica (novozyme 435) lipase. Different acid moieties influence the stereoselectivity of lipase. Enol esters can be prepared fr

METHODS OF PREPARING a,?-UNSATURATED OR a-HALO KETONES AND ALDEHYDES

Copper(II) bromide mediated oxidation of acylated enol and use of the reaction in the synthesis of α,β-unsaturated or α-bromo ketones or aldehydes are disclosed. The method provides an efficient and practical process for manufacturing dehydrohedione (DHH) and many other versatile α,β-unsaturated or α-bromo ketones or aldehydes in large scales to avoid using precious metal compounds.

α,β-Unsaturated ketones via copper(II) bromide mediated oxidation

A protocol for effecting a rapid Saegusa-type oxidation of enol acetates is reported. This new method relies on the in situ elimination of an α-bromo intermediate to generate α,β-unsaturated ketones using copper(II) bromide. The methodology developed was applied to a range of substrates including a cyclohexanone, which could be directly converted to the corresponding phenol derivative. A catalytic system in which a non-masked ketone was successfully oxidised using substoichiometric CuBr2 was also developed as a proof of principle.

Electrooxidative Cleavage of Carbon-Carbon Linkages. 1. Preparation of Acylic Oxoalkanoates from 2-Hydroxy- and 2-Acetoxy-1-cycloalkanones and Cycloalkanone Enol Acetates

A methodology is described for the synthesis of acyclic oxoalkanoates 2 by electrooxidative cleavage of carbon-carbon linkages of 2-oxocycloalkan-1-ols 1 and cycloalkanone enol acetates 3.The electrolysis of 1 was carried out in a MeOH-LiClO4-(Pt) system at a constant applied voltage of 20 V by using a divided cell, giving 2 in 82-97 percent yields.On the other hand, 3 was electrolyzed in MeOH-AcOH (10:1)-LiClO4-(Pt) at 2-8 deg to give 2 in 72-79 percent yields.Electrolysis of 4-hydroxy-p-menth-8-ene afforded methyl (3R)-3,7-dimethyl-6-oxo-7-octenoate, a chiral synthetic block for the synthesis of (+)-rose oxide, in 84 percent yield.Similarly, the procedure could be applied to the preparation of methyl(+)-6-oxo-6,7-dihydrocitronellate from (+)-menthone enol acetate (74 percent) as well as 4-hydroxy-p-menthone (94 percent).Other lithium salts, i.e., LiBF4 and CF3CO2Li, can be used for the present purpose, but there are some difficulties in producing 2 with Et4NOTs and Et4NClO4.A plausible mechanism of the formation of 2 from 1 is also discussed.