C07C57/26

PROCESS FOR PREPARING 2-(1,5,5-TRIMETHYL-2-CYCLOPENTENYL)ETHYL ACETATE
20230002307 · 2023-01-05 ·

The present invention provides a process for preparing 2-(1,5,5-trimethyl-2-cyclopentenyl)ethyl acetate of the following formula (3), wherein Ac represents an acetyl group, the process comprising: subjecting a haloacetaldehyde alkyl 3,4,4-trimethyl-2-cyclopentenyl acetal compound of the following general formula (1), wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to obtain a (1,5,5-trimethyl-2-cyclopentenyl)acetate compound of the following general formula (2), wherein R is as defined above, and subjecting the alkoxycarbonylmethyl group (i.e., —CH.sub.2C(═O)OR) of the (1,5,5-trimethyl-2-cyclopentenyl)acetate compound (2) to a multi-step conversion to be converted into a 2-acetoxyethyl group (i.e., —CH.sub.2CH.sub.2OAc) to obtain 2-(1,5,5-trimethyl-2-cyclopentenyl)ethyl acetate (3).

##STR00001##

PROCESS FOR PREPARING 2-(1,5,5-TRIMETHYL-2-CYCLOPENTENYL)ETHYL ACETATE
20230002307 · 2023-01-05 ·

The present invention provides a process for preparing 2-(1,5,5-trimethyl-2-cyclopentenyl)ethyl acetate of the following formula (3), wherein Ac represents an acetyl group, the process comprising: subjecting a haloacetaldehyde alkyl 3,4,4-trimethyl-2-cyclopentenyl acetal compound of the following general formula (1), wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to obtain a (1,5,5-trimethyl-2-cyclopentenyl)acetate compound of the following general formula (2), wherein R is as defined above, and subjecting the alkoxycarbonylmethyl group (i.e., —CH.sub.2C(═O)OR) of the (1,5,5-trimethyl-2-cyclopentenyl)acetate compound (2) to a multi-step conversion to be converted into a 2-acetoxyethyl group (i.e., —CH.sub.2CH.sub.2OAc) to obtain 2-(1,5,5-trimethyl-2-cyclopentenyl)ethyl acetate (3).

##STR00001##

HALOACETALDEHYDE ALKYL 2-CYCLOPENTENYL ACETAL COMPOUND AND A PROCESS FOR PREPARING THE SAME, A PROCESS FOR PREPARING A (2-CYCLOPENTENYL)ACETATE ESTER COMPOUND THEREFROM, AND A PROCESS FOR PREPARING A (2-CYCLOPENTENYL)ACETIC ACID COMPOUND THEREFROM
20230002304 · 2023-01-05 ·

The present invention relates to a process for preparing a process for preparing a (2-cyclopentenyl)acetate ester compound of the following general formula (2): wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, Y represents a halogen atom, and X.sub.1 to X.sub.7 represent, independently of each other, a hydrogen atom or a methyl group, with the proviso that one to three among X.sub.1 to X.sub.7 represent a methyl group and the remaining represent a hydrogen atom, the process comprising: subjecting a haloacetaldehyde alkyl 2-cyclopentenyl acetal compound of the following general formula (1): wherein R is as defined above, X.sub.1 to X.sub.7 are as selected in the general formula (2), respectively, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to form the (2-cyclopentenyl)acetate ester compound (2) and a process for preparing a (2-cyclopentenyl)acetic acid compound of the following general formula (3): wherein X.sub.1 to X.sub.7 are as selected in the general formula (1), respectively, the process comprising hydrolyzing the (2-cyclopentenyl)acetate ester compound (2) to form the (2-cyclopentenyl)acetic acid compound (3). The present invention relates also to the novel compound, haloacetaldehyde alkyl 2-cyclopentenyl acetal compound (1).

##STR00001##

HALOACETALDEHYDE ALKYL 2-CYCLOPENTENYL ACETAL COMPOUND AND A PROCESS FOR PREPARING THE SAME, A PROCESS FOR PREPARING A (2-CYCLOPENTENYL)ACETATE ESTER COMPOUND THEREFROM, AND A PROCESS FOR PREPARING A (2-CYCLOPENTENYL)ACETIC ACID COMPOUND THEREFROM
20230002304 · 2023-01-05 ·

The present invention relates to a process for preparing a process for preparing a (2-cyclopentenyl)acetate ester compound of the following general formula (2): wherein R represents a linear or branched alkyl group having 1 to 4 carbon atoms, Y represents a halogen atom, and X.sub.1 to X.sub.7 represent, independently of each other, a hydrogen atom or a methyl group, with the proviso that one to three among X.sub.1 to X.sub.7 represent a methyl group and the remaining represent a hydrogen atom, the process comprising: subjecting a haloacetaldehyde alkyl 2-cyclopentenyl acetal compound of the following general formula (1): wherein R is as defined above, X.sub.1 to X.sub.7 are as selected in the general formula (2), respectively, and Y represents a halogen atom, to a dehydrohalogenation reaction in the presence of a base, followed by a rearrangement reaction to form the (2-cyclopentenyl)acetate ester compound (2) and a process for preparing a (2-cyclopentenyl)acetic acid compound of the following general formula (3): wherein X.sub.1 to X.sub.7 are as selected in the general formula (1), respectively, the process comprising hydrolyzing the (2-cyclopentenyl)acetate ester compound (2) to form the (2-cyclopentenyl)acetic acid compound (3). The present invention relates also to the novel compound, haloacetaldehyde alkyl 2-cyclopentenyl acetal compound (1).

##STR00001##

NONIONIC POLYMERIC FATTY ACID COMPOUNDS FOR THE TREATMENT OF FIBROUS AMINO ACID-BASED SUBSTRATES, ESPECIALLY HAIR

The present invention is directed at hair care formulations comprising at least one non-ionic compound containing at least one terminal estolide moiety, at non-ionic compounds containing at least one terminal estolide moiety, the use of non-ionic compounds containing at least one terminal estolide moiety in cosmetic formulations for skin and/or hair care, the use of non-ionic compounds containing at least one terminal estolide moiety for the treatment of fibers, and at compositions containing at least one such compound for the treatment of hair.

CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF

The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.

CYCLOALKYL-CONTAINING CARBOXYLIC ACIDS AND USES THEREOF

The present application discloses a compound of formula (I) or a salt thereof: (I) and compositions comprising such compound or salt thereof. The use of such compound, salt thereof or composition comprising same for treating anemia or leukopenia, fibrosis, cancer, hypertension and/or a metabolic condition in a subject is also disclosed.

2-(alkoxy or aryloxy carbonyl)-4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hex-2-enoic acid compounds, its preparation and use

Compounds of the formula 1 ##STR00001##
wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl, are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2 ##STR00002##

2-(alkoxy or aryloxy carbonyl)-4-methyl-6-(2,6,6-trimethylcyclohex-1-enyl)hex-2-enoic acid compounds, its preparation and use

Compounds of the formula 1 ##STR00001##
wherein, R is hydrogen, alkyl or substituted alkyl, aryl or substituted aryl, are useful intermediates in the synthesis of fragrance ingredients such as Ambrox 2 ##STR00002##

Process for the preparation of unsaturated carboxylic acids by carbonylation of allyl alcohols and their acylation products

The present invention relates to a process for carbonylating allyl alcohols at low temperature, low pressure and/or low catalyst loading. In an alternative embodiment, an acylation product of the allyl alcohol is used for the carbonylation. The present invention likewise relates to the preparation of conversion products of these carbonylation products and specifically of (−)-ambrox.