28587-71-5

Upstream product

• 141-97-9 ethyl acetoacetate 
• 78-84-2 isobutyraldehyde 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 55901-63-8 ethyl isobutylidene-acetylacetate 
• 24079-95-6 2-Methyl-6-(1-methylethyl)-4-oxo-2-cyclohexen-1-carbonsaeure-ethylester 
• 30594-34-4 diethyl 4-isopropyl-1,2,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate 

Downstream Products

• 859179-13-8 m-menth-6-en-5-ylamine 
• 3228-03-3 3-isopropyl-5-methylphenol 
• 10488-13-8 (1RS,3RS,5SR)-m-menthan-5-ol 
• 64180-63-8 4-((1R,3R)-3-Isopropyl-1-methyl-5-oxo-cyclohexyl)-pent-4-enal 
• 10488-13-8 (1RS,3SR,5RS)-m-menthan-5-ol 
• 116530-67-7 5-bromo-m-menthane 
• 97908-75-3 methyl E-3-methyl-5-isopropylcyclohexylidene acetate 
• 97908-75-3 methyl Z-3-methyl-5-isopropylcyclohexylidene acetate 
• 856187-67-2 3-isopropyl-1-methyl-5-oxo-cyclohexanecarbonitrile 
• 95709-40-3 m-menth-6-en-5-one semicarbazone 
• 23978-62-3 cis-3-isopropyl-5-methylcyclohexanone 
• 91250-83-8 1,3-Dimethyl-5-isopropyl-cyclohexadien-(1,3) 
• 64180-81-0 (3R,5R)-3-(4-Hydroxy-1-methylene-butyl)-5-isopropyl-3-methyl-cyclohexanone 
• 518034-59-8 3-isopropyl-5-methycyclohexanone 

Relevant academic research and scientific papers

Reaction of CH-acids with Michael acceptors in the presence of potassium carbonate. Syntheses of 6-acetyl- and 3,5-dialkylcyclohex-2-enones

The reaction of acetylacetone with α,β-enones in the presence of potassium carbonate affords 6-acetylcyclohex-2-enones. The assembly of two acetoacetate and one alkanal molecules gives 3,5-dialkylcyclohex-2-enones. Facile one-pot procedures for these reactions were developed.

Recyclization of 1,4-dihydropyridine derivatives in acidic medium

The recyclization of 1,4-dihydropyridines in aqueous-alcoholic hydrochloric acid medium proceeds with cleavage of a C-N bond and pyridine ring opening. Cyclohexenone derivatives are formed as a result of the subsequent intramolecular crotonic condensation of the acyclic intermediate. The leaving carbonyl substituents depart simultaneously with recyclization, depending on the acidity of the reaction medium.

Regio- and Stereoselectivity of the Lactone Formation via Hydrolysis of the PO-Olefination Products of α,β-Epoxycyclohexanones

PO-Olefination of the diastereomeric pulegone oxides 1 and 2 with 9a leads to (E,Z) esters, 1 affording mainly (E)-3, and 2 predominantly (Z)-4. (Z)-4 hydrolyzes to give a mixture of γ- and δ-lactones 6-8; whereas (Z)-3 yields stereoselectively the δ-lactone 5. - The epoxy ketone 12 reacts with 9b to give the (E,Z) ester 13. (Z)-13 stereoselectively yields the γ-lactone 14.