60857-05-8

Usage

InChI:InChI=1/C10H16O/c1-8(2)6-10-7-9(3)4-5-11-10/h6,10H,3-5,7H2,1-2H3

Upstream product

• 929689-32-7 2-(2-chloroethyl)-6-methylhepta-1,5-dien-4-ol 
• 763-32-6 2-methyl-1-buten-4-ol 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 437709-08-5 2-bromomethyl-4-chlorobut-1-ene 

Downstream Products

• 16409-43-1 rose oxide 

Relevant academic research and scientific papers

Organic compounds

The use as fragrance ingredient of 4—methylene—2—(2—methylprop—1—enyl)—tetrahydropyran.

METHOD FOR PRODUCING DEHYDRO ROSE OXIDE

The present invention relates to a method for producing dehydro rose oxide by reacting isoprenol and prenal in the presence of at least one sulfonic acid of formula R1-SO3H as catalyst, wherein R1 is selected from phenyl which carries 2 or 3 C1-C4-alkyl substituents, phenyl which carries one C8-C20-alkyl substituent and optionally also 1 or 2 C1-C4-alkyl substituents, and naphthyl which optionally carries 1 or 2 C1-C4-alkyl substituents.

PROCESS FOR THE PREPARATION OF CIS-ROSE OXIDE

The present invention relates to a process for the preparation of a composition enriched in cis-2-(2-methylprop-1-enyl)-4-methyltetrahydropyran, comprising the catalytic hydrogenation of 2-(2-methylprop-1-enyl)-4-methylenetetrahydropyran in the presence of hydrogen and a heterogeneous catalyst comprising ruthenium.

METHOD FOR PRODUCING CIS-ROSE OXIDE

The present invention relates to a process for the preparation of cis-2-(2-methylprop-1-enyl)-4-methyltetrahydropyran comprising the catalytic hydrogenation of 2-(2-methylprop-1-enyl)-4-methylenetetrahydropyran in the presence of hydrogen and a heterogeneous catalyst comprising ruthenium on a support and subsequently bringing the compounds obtained in this way into contact with a strongly acidic cation exchanger.

Transformation of carboxylic acid esters into 2-substituted allyl halides through tertiary cyclopropyl sulfonates. Application in the synthesis of (±)-ipsenol and (±)-ipsdienol, components of Ips typographus spark beetle pheromone

Cyclopropanation of the ester group in ethyl 3-chloropropanoate and subsequent cleavage of the three-membered carbocycle in intermediate 1-(2-chloroethyl)cyclopropyl methanesulfonate gave 2-bromomethyl-4-chlorobut-1- ene, and the latter was used as key intermediate in the synthesis of racemic ipsenol and ipsdienol which are components of Ips typographus L. European spruce spark beetle pheromone. Pleiades Publishing, Inc., 2006.