5108-88-3

Upstream product

• 105-36-2 ethyl bromoacetate 
• 589-92-4 1-methylcyclohexan-4-one 

Downstream Products

• 119648-96-3 1-(2-hydroxyethyl)-4-methylcyclohexanol 
• 127180-76-1 ethyl 4-methylcyclohexylideneacetate 
• 7071-18-3 2-(4-methylcyclohexylidene)acetaldehyde 
• 56300-87-9 2-(4-Methylcyclohexyliden)-ethanol 
• 119648-97-4 2-(4-methyl-1-cyclohexen-1-yl)ethanol 
• 97777-91-8 2-(4-methylcyclohex-1-en-1-yl)acetic acid 

Relevant academic research and scientific papers

A Direct Retro-Reformatsky Fragmentation: Formal Ring Enlargement of Cyclic Ketones for Novel and Practical Synthesis of Heterocyclic Enamines

A novel and practical synthesis of heterocyclic enamines has been developed from the formal ring enlargement of cyclic ketones, which comprised the retro-Reformatsky fragmentation reaction as a key step. Under alkaline bromination conditions, the Reformat

Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization

The reaction of a series of six-membered ring 3-alkenols with thallium trinitrate (TTN) in three different experimental conditions was studied. Either cyclization products or ring contraction products were obtained, depending on the structure of the substrate as well as the nature of the solvent. The reaction of a seven-membered ring 3-alkenol with TTN led to the ring contraction product exclusively.

Terpenoid Ether Formation in Superacids

A number of terpenoid bicyclic ethers have been prepared by cyclisation of suitable precursors in fluorosulphuric acid-sulphur dioxide.The products are formed under a mixture of thermodynamic and kinetic control, and five-, and six-, and seven-membered-ring ethers are obtained.Both primary and secondary alcohols have been cyclised by attack of the hydroxy group on carbocation centres generated by protonation of alkenes or ionisation of tertiary alcohols; tertiary alcohols ionise too readily to provide an etheral oxygen atom.Reaction of the unsaturated secondary alcohol dihydrocarveol (2) with antimony pentafluoride in sulphur dioxide gives the ether by a reaction which may not involve a carbocation, and hence may be suitable for ether formation from substrates which rearrange readily in acids.