C07C47/225

PROCESSES FOR PREPARING A (1,2-DIMETHYL-3-METHYLENECYCLOPENTYL)ACETATE COMPOUND AND (1,2-DIMETHYL-3-METHYLENECYCLOPENTYL)ACETALDEHYDE
20230002305 · 2023-01-05 ·

The present invention provides a process for preparing a (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3), wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, the process comprising subjecting a haloacetaldehyde alkyl 2,3-dimethyl-2-cyclopentenyl acetal compound of the following general formula (1), wherein R is as defined above, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to obtain a (1,2-dimethyl-2-cyclopentenyl)acetate compound of the following general formula (2), wherein R is as defined above, and subjecting the (1,2-dimethyl-2-cyclopentenyl)acetate compound (2) to an epoxidation reaction, followed by an isomerization reaction and then a methylenation reaction to obtain the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3). The present invention also provides a process for preparing (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde of the following formula (4), the process comprising the aforesaid process for preparing the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3), and converting an alkoxycarbonylmethyl group (i.e., —CH.sub.2C(═O)OR) of the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3) to a formylmethyl group (i.e., —CH.sub.2CHO) to obtain (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde (4).

##STR00001##

PROCESSES FOR PREPARING A (1,2-DIMETHYL-3-METHYLENECYCLOPENTYL)ACETATE COMPOUND AND (1,2-DIMETHYL-3-METHYLENECYCLOPENTYL)ACETALDEHYDE
20230002305 · 2023-01-05 ·

The present invention provides a process for preparing a (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3), wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, the process comprising subjecting a haloacetaldehyde alkyl 2,3-dimethyl-2-cyclopentenyl acetal compound of the following general formula (1), wherein R is as defined above, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to obtain a (1,2-dimethyl-2-cyclopentenyl)acetate compound of the following general formula (2), wherein R is as defined above, and subjecting the (1,2-dimethyl-2-cyclopentenyl)acetate compound (2) to an epoxidation reaction, followed by an isomerization reaction and then a methylenation reaction to obtain the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound of the following general formula (3). The present invention also provides a process for preparing (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde of the following formula (4), the process comprising the aforesaid process for preparing the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3), and converting an alkoxycarbonylmethyl group (i.e., —CH.sub.2C(═O)OR) of the (1,2-dimethyl-3-methylenecyclopentyl)acetate compound (3) to a formylmethyl group (i.e., —CH.sub.2CHO) to obtain (1,2-dimethyl-3-methylenecyclopentyl)acetaldehyde (4).

##STR00001##

Aldehydic odorant

Described herein is compound of formula (I) ##STR00001##
in the form of any one of its stereoisomers or as a mixture thereof, wherein R represents a n-butyl or a (3-methylbutan-2-yl) group. The use of the compound of formula (I) as perfuming ingredient of the aldehydic type and the compound as part of a perfuming composition or of a perfumed consumer product are also described.

Aldehydic odorant

Described herein is compound of formula (I) ##STR00001##
in the form of any one of its stereoisomers or as a mixture thereof, wherein R represents a n-butyl or a (3-methylbutan-2-yl) group. The use of the compound of formula (I) as perfuming ingredient of the aldehydic type and the compound as part of a perfuming composition or of a perfumed consumer product are also described.

Green Odorant
20230032453 · 2023-02-02 ·

Described herein is a method of using, as a perfuming ingredients, a composition of matter including a compound of formula (I) and a compound of formula (II), which are useful perfuming ingredients of the green, floral/rosy type. Also described herein are a perfuming composition and a perfuming consumer product including same.

Green Odorant
20230032453 · 2023-02-02 ·

Described herein is a method of using, as a perfuming ingredients, a composition of matter including a compound of formula (I) and a compound of formula (II), which are useful perfuming ingredients of the green, floral/rosy type. Also described herein are a perfuming composition and a perfuming consumer product including same.

Hydroformylation Catalyst System with Syngas Surrogate
20230123090 · 2023-04-20 ·

Described herein is a hydroformylation catalyst system and method useful for producing aldehydes from olefin substrates, without using carbon monoxide gas. The hydroformylation catalyst system includes a hydroformylation catalyst complex including a Group 9 metal complexed with a phosphine-based ligand; a syngas surrogate including formic acid and an anhydride compound, which forms carbon monoxide in situ; and hydrogen, which may derive from the syngas surrogate or not derived from the syngas surrogate. The method involves reacting the olefin substrate with a syngas surrogate in the presence of a hydroformylation catalyst complex, wherein the syngas surrogate forms carbon monoxide, and optionally hydrogen, in situ, and then isolating the aldehyde compound from a reaction mixture.

Hydroformylation Catalyst System with Syngas Surrogate
20230123090 · 2023-04-20 ·

Described herein is a hydroformylation catalyst system and method useful for producing aldehydes from olefin substrates, without using carbon monoxide gas. The hydroformylation catalyst system includes a hydroformylation catalyst complex including a Group 9 metal complexed with a phosphine-based ligand; a syngas surrogate including formic acid and an anhydride compound, which forms carbon monoxide in situ; and hydrogen, which may derive from the syngas surrogate or not derived from the syngas surrogate. The method involves reacting the olefin substrate with a syngas surrogate in the presence of a hydroformylation catalyst complex, wherein the syngas surrogate forms carbon monoxide, and optionally hydrogen, in situ, and then isolating the aldehyde compound from a reaction mixture.

DEHYDROGENATION PROCESS

The present invention relates to a new compound and the dehydrogenation of that compound to produce retinal.

DEHYDROGENATION PROCESS

The present invention relates to a new compound and the dehydrogenation of that compound to produce retinal.