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US 8,618,315 B2Granted
Method for producing 2-substituted tetrahydropyranols
AssigneeBASF SE
InventorsGabriele Gralla, Ralf Pelzer, Klaus Ebel, Ulrich Griesbach, Jörg Botzem
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Abstract
The present invention relates to a process for the preparation of 2-substituted 4-hydroxy-4-methyltetrahydropyranols by reacting 3-methylbut-3-en-1-ol (isoprenol) with the corresponding aldehydes in the presence of a strongly acidic cation exchanger. Specifically, the present invention relates to a corresponding process for the preparation of 2-isobutyl-4-hydroxy-4-methyltetrahydropyran by reacting isoprenol with isovaleraldehyde.
Claims15
A process for the preparation of 2-substituted 4-hydroxy-4-methyltetrahydropyrans of the formula (I)
- where the radical
- R1 is a straight-chain or branched alkyl or alkenyl radical having 1 to 12 carbon atoms, an optionally alkyl-substituted cycloalkyl radical having in total 3 to 12 carbon atoms or an optionally alkyl- and/or alkoxy-substituted aryl radical having in total 6 to 12 carbon atoms,
- said process comprising reacting 3-methylbut-3-en-1-ol (isoprenol) of the formula (II)
- with an aldehyde of the formula (III)
- R1—CHO (III),
- wherein the radical R1 has the same meaning as in formula (I) and
- wherein the reaction is carried out in the presence of at least 10 mol % water, wherein the amount of water is based on the amount of the 3-methylbut-3-en-1-ol of the formula (II) if the 3-methylbut-3-en-1-ol is used in deficit or to the amount of aldehyde of the formula (III) if used in deficit or, in the case of equimolar reaction of the two starting materials, to the quantitative amount of one of the two, and in the presence of a strongly acidic cation exchanger.
4 more elements
Dependencies are inferred from the claim text.