Process for preparing compositions containing unsaturated lactones,
products produced thereby and organoleptic uses of said products

    公开(公告)号:US5110953A

    公开(公告)日:1992-05-05

    申请号:US623522

    申请日:1990-12-07

    摘要: Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, perfumed polymers, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

    Flavoring with mixtures of lactones
    5.
    发明授权
    Flavoring with mixtures of lactones 失效
    用内酯混合调味

    公开(公告)号:US4960597A

    公开(公告)日:1990-10-02

    申请号:US279065

    申请日:1988-12-02

    摘要: Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, perfumed polymers, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

    Schiff base reaction products of aldehydes and alkyl anthranilates and
organoleptic uses thereof
    6.
    发明授权
    Schiff base reaction products of aldehydes and alkyl anthranilates and organoleptic uses thereof 失效
    醛和烷基邻氨基苯甲酸酯的席夫碱反应产物及其感官用途

    公开(公告)号:US4775720A

    公开(公告)日:1988-10-04

    申请号:US114247

    申请日:1987-10-29

    IPC分类号: C07D311/96 C11B9/00 C11D3/50

    摘要: Described are schiff base reaction products of alkyl anthranilates having the structure: ##STR1## wherein R.sub.3 represents methyl or ethyl and aldehydes of the generic structure: ##STR2## wherein R represents unsaturated hydrocarbyl and alkoxy hydrocarbyl moieties or mixtures of aldehydes having the structures: ##STR3## wherein R.sub.1 and R.sub.2 are different alkoxy hydrocarbyl moieties and hydrocarbyl moieties including the aldehydes:(a) bergamal having the structure: ##STR4## (b) floralozone having the structure: ##STR5## (c) pino acetaldehyde having the structure: ##STR6## (d) pino isobutyraldehyde having the structure: ##STR7## (e) melonal having the structure: ##STR8## and (f) canthoxal having the structure: ##STR9## and organoleptic uses thereof in augmenting or enhancing the aroma or taste of consumable materials including perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums and beverages.

    摘要翻译: 描述了具有以下结构的邻氨基苯甲酸烷基酯的席夫碱反应产物:其中R 3表示甲基或乙基,以及通式结构的醛:其中R表示不饱和烃基和烷氧基烃基部分或具有以下结构的醛的混合物: 其中R1和R2是不同的烷氧基烃基部分和包含醛的烃基部分:(a)具有以下结构的bergamal:(b)具有以下结构的花色素:(c)具有以下结构的苯乙醛: (d)具有以下结构的β-异丁醛:(e)具有以下结构的甜味剂:(IMA)和(f)具有以下结构的肉豆蔻酸酯和(f)具有以下结构的肉豆蔻醇和感官用途:增强或增强香味或味道 消耗材料包括香水组合物,古龙水,香料制品,食品,口香糖和饮料。

    Process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone,
intermediates used in said process and novel crystalline form of same
    9.
    发明授权
    Process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone, intermediates used in said process and novel crystalline form of same 失效
    制备4,4A,5,6-四氢-7-甲基-2-(3H) - 萘酮的方法,所述方法中使用的中间体及其相同的新结晶形式

    公开(公告)号:US4680142A

    公开(公告)日:1987-07-14

    申请号:US920225

    申请日:1986-10-17

    摘要: Described is a process for preparing 4,4A,5,6-tetrahydro-7-methyl-2-(3H)-naphthalenone having the structure: ##STR1## and intermediates useful in such process defined according to the structure: ##STR2## wherein one of R.sub.3 or R.sub.4 is hydrogen and the other of R.sub.3 or R.sub.4 is acetyl; and one of R.sub.1 or R.sub.2 is methyl and the other of R.sub.1 or R.sub.2 is acetoxy, said compound defined according to the structure: ##STR3## being useful in augmenting or enhancing the aroma or taste of consumable materials including foodstuffs, chewing gums, medicinal products, chewing tobaccos, toothpastes, smoking tobaccos, smoking tobacco articles, perfumes, colognes and perfumed articles including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners, fabric softener articles and perfumed polymers. Also defined and claimed is the prue crystalline form of the compound defined according to the structure:

    摘要翻译: 描述了一种制备具有以下结构的4,4A,5,6-四氢-7-甲基-2-(3H) - 萘酮的方法和用于根据以下结构定义的方法的中间体:其中 R3或R4之一是氢,R3或R4中的另一个是乙酰基; R1或R2中的一个是甲基,R1或R2中的一个是乙酰氧基,所述化合物根据以下结构定义:可用于增强或增强消费材料的香味或味道,包括食品,口香糖,药用产品 ,咀嚼烟草,牙膏,吸烟烟草,烟草制品,香水,古龙水和香水制品,包括固体或液体阴离子,阳离子,非离子或两性离子洗涤剂,织物柔软剂,织物柔软剂制品和加香聚合物。 还定义和要求保护的是根据以下结构定义的化合物的原始结晶形式: