85417-87-4

Upstream product

• 32663-38-0 geraniol 
• 73658-21-6 Geraniumsaeureethylester 
• 556-82-1 3-methyl-2-buten-1-ol 
• 22410-74-8 2,7-dimethyl-2,6-octadien-1-ol 
• 764-32-9 5-methyl-4-hexenal 

Downstream Products

• 156416-90-9 1-<2-(2-tetrahydropyranyloxy)-5-methoxyphenyl>-3,7-dimethyl-2,6-octadien-1-ol 
• 156416-89-6 1-<2-(methoxymethyloxy)-5-methoxyphenyl>-3,7-dimethyl-2,6-octadien-1-ol 
• 156416-87-4 1-<2,5-bis(methoxymethyloxy)phenyl>-3,7-dimethyl-2,6-octadien-1-ol 
• 156416-88-5 1-<2,5-bis(2-tetrahydropyranyloxy)phenyl>-3,7-dimethyl-2,6-octadien-1-ol 

Relevant academic research and scientific papers

A Practical Domino-Claisen–Cope Sequence in the Synthesis of New Blooming Citrus and Potent Floral Rose Alcohols

Fifty years after its first discovery by Alan Francis Thomas, we describe a versatile, metal and pressure-free domino-Claisen–Cope rearrangement using the readily available α,β-unsaturated aldehydes 5 or their acetals 5′ and allylic alcohols 6. This transformation provides a convenient access to a large number of radiant citrus and floral rosy odorants. Odor profiles of novel floral rosy and citrus alcohols 13, 14, and 16 were studied. Compound 14ba has a floral, rosy, geranium-like character and shows unique performance and diffusiveness. Compound 16ba has a clear main citrus odor character with a clean green grapefruit/rhubarb connotation. Both odorants have been successfully introduced to perfumery recently as Rosyfolia (14ba) and Pomelol (16ba).

Metal free visible light driven oxidation of alcohols to carbonyl derivatives using 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst

3,6-Di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) catalyzed oxidation of alcohols to the corresponding carbonyl compounds under visible light irradiation is described. This reaction occurs smoothly at room temperature and shows good tolerance of functional groups. It provides an alternative approach for the synthesis of alkyl and aryl aldehydes and ketones.

Preparation of α,β-unsaturated aldehydes and 2,7-dimethyl-octa-2,6-dienal

A process for the preparation of α,β-unsaturated aldehydes by reacting a 1,4-diacyloxyalk-2-ene, which is substituted in the 2-position by an aliphatic radical, with water in the presence of an acid, and of 2,7-dimethylocta-2,6-dienal.

Production of high molecular weight α,β-unsaturated aldehydes

A process for the production of high molecular weight α, β-unsaturated aldehydes by alkylation of the γ-carbon atom of a lower molecular weight α, β-unsaturated aldehyde with a substituted allyl alcohol which has a chain branching in the 3-position carbon atom or a phenyl radical in the 3-position or of a corresponding allyl alcohol carboxylic ester at elevated temperature in the liquid phase. The products are valuable intermediates for the production of natural substances and odorants.