Back to results
US 2025/0171390 A1Published application
Process for preparing unsaturated aldehydes
AssigneeFirmenich SA
InventorsOliver KNOPFF, Jean-Jacques RIEDHAUSER, Nicolas POIRIER, Luigi MARINONI
Life of this patent
Estimating the term…
Abstract
Disclosed herein is a process for preparing a compound of formula (I) starting from a compound of formula (II). Also disclosed herein are a process to prepare a compound of formula (II) and the compound of formula (II).
Claims19
A process for preparing a compound of formula
- in the form of any one of its stereoisomers or a mixture thereof, wherein one dotted line is a carbon-carbon double bond and the others are carbon-carbon single bonds;
- m is 0 or 1;
- R1 represents a C1-12 hydrocarbon group, optionally comprising one to three oxygen atoms and/or one to two nitrogen atoms and/or one sulfur atom;
- R2 represents a hydrogen atom or a R1 group;
- or R1 and R2 are taken together and form a C5-18 cycloalkyl or C5-18 cycloalkenyl group, each optionally substituted by one or more hydroxy, C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C1-6 ester, COOH, C6-10 aryl and/or C6-10 aryloxy groups;
- R3 and R4, independently from each other, represent a hydrogen atom or a C1-6 alkyl group;
- both Ra are taken together and represent a C2-20 hydrocarbylene group, optionally comprising one to five oxygen atoms;
- the process comprising reacting a compound of formula (II)
- in the form of any one of its stereoisomers or a mixture thereof, wherein R1, R2, R3, R4 and m have the same meaning as defined in formula (I) and Rc is a hydrogen atom, C1-12 hydrocarbon group optionally comprising one to five oxygen atoms or Rc is a group of formula
- wherein R1, R2, R3, R4 and m have the same meaning as defined in formula (I);
- n is 0 or 1, Rd is a C1-12 hydrocarbylene group optionally comprising one to five oxygen atoms and the hatched line indicates the location of the bond between (IIa) and the oxygen atom of formula (II);
- with an acid and a polyol or an alpha hydroxy carboxylic acid.
9 more elements
A process for preparing a compound of formula
- in the form of any one of its stereoisomers or a mixture thereof, wherein m is 0 or 1;
- each R1 represents a C1-12 hydrocarbon group, optionally comprising one to three oxygen atoms and/or one to two nitrogen atoms and/or one sulfur atom;
- R2 represents a hydrogen atom or a R1 group;
- or R1 and R2 are taken together and form C5-18 cycloalkyl or C5-18 cycloalkenyl group, each optionally substituted by one or more hydroxy, C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C1-6 ester, COOH, C6-10 aryl and/or C6-10 aryloxy groups;
- R3 and R4, independently from each other, represent a hydrogen atom or a C1-6 alkyl group;
- and Rc is a is a hydrogen atom, a C1-12 hydrocarbon group optionally comprising one to five oxygen atoms or Rc is a group of formula
- wherein R1, R2, R3, R4 and m have the same meaning as defined in formula (II);
- n is 0 or 1, Rd is a C1-12 hydrocarbylene group optionally comprising one to five oxygen atoms and the hatched line indicates the location of the bond between (IIa) and the oxygen atom of formula (II);
- by the hydroformylation of a compound of formula
- in the form of any one of its stereoisomers or a mixture thereof, and wherein m, R1, R2,
- R3 and R4 have the same meaning as defined in formula (II);
- in a presence of a hydroformylation catalyst comprising a bidentate phosphorous ligand and an alcohol or a polyol.
9 more elements
A compound of formula
- in the form of any one of its stereoisomers or a mixture thereof, wherein m is 0 or 1;
- R1 and R2, independently from each other, represent a C1-12 hydrocarbon group, optionally comprising one to three oxygen atoms and/or one to two nitrogen atoms and/or one sulfur atom;
- or R1 and R2 are taken together and form C5-18 cycloalkyl or C5-18 cycloalkenyl group, each optionally substituted by one or more hydroxy, C1-15 alkyl, C2-15 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C1-6 ester, COOH, C6-10 aryl and/or C6-10 aryloxy groups;
- R3 and R4, independently from each other, represent a hydrogen atom or a C1-6 alkyl group;
- and Rc is a hydrogen atom, a C1-12 hydrocarbon group optionally comprising one to five oxygen atoms or a Rc is a group of formula
- wherein R1, R2, R3, R4 and m have the same meaning as defined in formula (II);
- n is 0 or 1, Rd is a C1-12 hydrocarbylene group optionally comprising one to five oxygen atoms and the hatched line indicates the location of the bond between (IIa) and the oxygen atom of formula (II);
- provided that 4-butyl-1-[(5,5-dibutyltetrahydro-2-furayl)oxy]-2,4-octanediol and 2-[(Tetrahydro-5,5-dimethyl-2-furanyl)oxy]ethanol are excluded.
5 more elements
Dependencies are inferred from the claim text.