Process for preparing
5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-�2H!furanones
    2.
    发明授权
    Process for preparing 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-�2H!furanones 失效
    制备5-亚氨基-2-(呋喃硫基)二氢-2,5-二烷基-3-(2H)呋喃酮的方法

    公开(公告)号:US4145354A

    公开(公告)日:1979-03-20

    申请号:US887637

    申请日:1978-03-17

    摘要: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma and tobacco flavor and aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product and tobacco aroma and flavor imparting, augmenting, modifying and enhancing materials of one or more 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-�2H!furanones having the generic structure: ##STR1## wherein R.sub.1 ', R.sub.2 ', R.sub.3 ' and R.sub.4 ' are each the same or different and each represents hydrogen or methyl produced according to the process of reacting one or more alpha, beta diketones containing from 4 up to 6 carbon atoms and having the generic structure: ##STR2## or one or more dimerization products thereof having the generic structure: ##STR3## wherein R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ' and R.sub.6 ' are each the same or different and each represents hydrogen or methyl with furfuryl mercaptan having the structure: ##STR4## Addition of one or more 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-�2H!furanones or "cis" or "trans" isomers thereof to consumable materials is indicated to produce: (A) In flavoring compositions for foodstuffs, chewing gums, toothpastes and medicinal products and in the foodstuffs, chewing gums, toothpastes, and medicinal products per se, coffee, roasted, cocoa-like, caramel-like, licorice and roasted almond aroma and flavor characteristics at levels of greater than or equal to 0.01 parts per million; and (B) In tobacco, flavoring compositions for tobacco, tobacco substitutes and flavoring compositions therefor, wheat, caramel/coffee aroma and taste characteristics prior to and on smoking and nutty/pyrazine-like flavor and aroma characteristics with roasted nut like nuances on smoking.

    Flavoring with 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-[2H]furanones
    3.
    发明授权
    Flavoring with 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-[2H]furanones 失效
    用5-亚氨基-2-(呋喃硫基)二氢-2H-二烷基-3-(2H)呋喃酮

    公开(公告)号:US4143173A

    公开(公告)日:1979-03-06

    申请号:US887632

    申请日:1978-03-17

    摘要: Processes and compositions are described for the use in foodstuff, chewing gum, toothpaste and medicinal product flavor and aroma and tobacco flavor and aroma augmenting, modifying, enhancing and imparting compositions and as foodstuff, chewing gum, toothpaste, medicinal product and tobacco aroma and flavor imparting, augmenting, modifying and enhancing materials of one or more 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-[2H]furanones having the generic structure: ##STR1## wherein R.sub.1 ', R.sub.2 ', R.sub.3 ' and R.sub.4 ' are each the same or different and each represents hydrogen or methyl produced according to the process of reacting one or more alpha, beta diketones containing from 4 up to 6 carbon atoms and having the generic structure: ##STR2## or one or more dimerization products thereof having the generic structure: ##STR3## wherein R.sub.1 ', R.sub.2 ', R.sub.3 ', R.sub.4 ', R.sub.5 ' and R.sub.6 ' are each the same or different and each represents hydrogen or methyl with furfuryl mercaptan having the structure: ##STR4## Addition of one or more 5-acyl-2-(furfurylthio)dihydro-2,5-dialkyl-3-[2H]furanones or "cis" or "trans" isomers thereof to consumable materials is indicated to produce:(A) In flavoring compositions for foodstuffs, chewing gums, toothpastes and medicinal products and in the foodstuffs, chewing gums, toothpastes and medicinal products per se, coffee, roasted, cocoa-like, caramel-like, licorice and roasted almond aroma and flavor characteritics at levels of greater than or equal to 0.01 parts per million; and(B) In tobacco, flavoring compositions for tobacco, tobacco substitutes and flavoring compositions therefor, wheat, caramel/coffee aroma and taste characteristics prior to and on smoking and nutty/pyrazine-like flavor and aroma characteristics with roasted nut like nuances on smoking.

    Alpha-oxy(oxo)sulfides and ethers
    5.
    发明授权
    Alpha-oxy(oxo)sulfides and ethers 失效
    α-氧(氧代)硫醚和醚

    公开(公告)号:US4097532A

    公开(公告)日:1978-06-27

    申请号:US783485

    申请日:1977-03-31

    摘要: Described are .alpha.-oxy(oxo) sulfides and ethers having the generic structure: ##STR1## wherein X is one of: ##STR2## Z is one of sulfur or oxygen; when R.sub.1 and R.sub.2 are taken separately, R.sub.1 is hydrogen or methyl, and R.sub.2 is methyl; and when R.sub.1 and R.sub.2 are taken together, R.sub.1 and R.sub.2 form phenyl moieties; and Y is one of C.sub.1 -C.sub.4 alkyl, C.sub.3 or C.sub.4 alkenyl, acetyl, methoxycarbonylmethyl, or 1,3-diethylacetonyl. Addition of one or more .alpha.-oxy(oxo) sulfides and ethers to foodstuff flavorings or foodstuffs is indicated to produce the following aroma and flavor characteristics, in the alternative or taken together: Aroma Green/spicey, Sweet, Fruity, Fresh/fruity, Gooseberry, Concord grape, Grape, Almond, Nutty, Cereal-like, Lachrymatory onion-like, Oniony, Green onion-like, Leek, Broccoli-like, Grapefruit, Celery stalk-like, Floral, Rosey, Woody, Blackcurrant, Buchu leaf oil-like, Citronellal-like, Neroli-like, Bergamot-like, Violet leaves-like, Jasmin-like, Melony, Cucumber-like, Green, Vegetable, Sweet/floral. Flavor Spicey, Sweet, Fruity, Milk caramel-like (dulce de leche-like), Gooseberry, Broccoli-like, Nutty, Cereal-like, Oniony, Grape, Concord grape, Citrusy, Grapefruit-like, Green fruit-like, Mandarin-like, Petitgrain-like, Blackcurrant, Minty, Astringent, Coriander-like, Green, Piney, Citronellal-like, Violet leaves-like, Melony, Green fruit-like, Cucumber, Green, Floral, Floral/green, Vegetable, Garlic. with lasting mouthfeel and with, in many cases, an oniony after-taste. The compounds of our invention are useful in augmenting or enhancing the flavor and aroma nuances of berry flavors, cereal-like flavors, nut flavors, broccoli flavors, onion flavors, citrus flavors (including neroli, bergamot, lime), jasmin flavors, grapefruit flavors, concord grape flavors, blackcurrant flavors, milk caramel flavors (e.g., dulce de leche-like flavors), vegetable flavors, cucumber flavors, celery flavors and spice flavors. Addition of a number of these .alpha.-oxy(oxo)sulfides and ethers in perfumes, colognes or perfumed articles imparts thereto sweet, green, floral, herbal, vegetative, basil-like, minty, melony, grapefruit, fruity and alliaceous aromas with yara, neroli and/or verdima-like nuances.

    摘要翻译: 描述了具有以下通用结构的α-氧代(氧代)硫化物和醚:其中X是以下之一:Z是硫或氧之一; 当R1和R2分开取代时,R1是氢或甲基,R2是甲基; 当R 1和R 2一起时,R 1和R 2形成苯基部分; Y是C 1 -C 4烷基,C 3或C 4链烯基,乙酰基,甲氧羰基甲基或1,3-二乙基丙酰基之一。

    Process for producing 2-mercapto-1,4-diones
    7.
    发明授权
    Process for producing 2-mercapto-1,4-diones 失效
    2-巯基-1,4-二酮的制备方法

    公开(公告)号:US3996287A

    公开(公告)日:1976-12-07

    申请号:US594127

    申请日:1975-07-08

    摘要: Process for producing 2-mercapto alkane-1,4-diones comprising the steps of:I. Providing a 2-ene-1,4-dione having the structure: ##STR1##ii. Intimately admixing said 2-ene-1,4-dione with a sulfur compound having the formula:R.sub.3 SHthereby providing a substituted or unsubstituted 2-thia substituted alkane 1,4 dione having the structure: ##STR2##iii. Hydrolyzing said 2-thia substituted 1,4 dione thereby forming a 2-mercapto alkane-1,4-dione having the structure: ##STR3## wherein R.sub.3 is selected from the group consisting of acyl and aroyl, wherein R.sub.2 is lower alkyl; and wherein R.sub.4 and R.sub.6 are the same or different and are selected from the group consisting of hydrogen and lower alkyl; wherein when R.sub.1 is hydrogen, the reaction (ii) is carried out in the presence of an organic base; and wherein when R.sub.1 is lower alkyl, the reaction (ii) is carried out in the absence of catalyst or in the presence of catalyst. Examples of such organic bases are piperidine, pyridine, triethyl amine, quinoline or alpha-picoline.

    摘要翻译: 制备2-巯基烷-1,4-二酮的方法,包括以下步骤:

    Polyalkyl-substituted oxocycloheptane derivatives, organoleptic uses
thereof and processes for preparing same
    8.
    发明授权
    Polyalkyl-substituted oxocycloheptane derivatives, organoleptic uses thereof and processes for preparing same 失效
    聚烷基取代的氧代环庚烷衍生物,其感官用途及其制备方法

    公开(公告)号:US4749681A

    公开(公告)日:1988-06-07

    申请号:US53393

    申请日:1986-05-22

    摘要: Described are polyalkyl-substituted oxocycloheptane derivatives defined according to the structure: ##STR1## wherein X represents one of the moieties: ##STR2## wherein one of the dashed lines is a carbon-carbon double bond and the other of the dashed lines is a carbon-carbon single bond; or both dashed lines are carbon-carbon single bonds; wherein R.sub.1 and R.sub.2 represents hydrogen or lower alkyl with the proviso that when the dashed line at the 4-5 position is a double bond, R.sub.2 is hydrogen and when the dashed line at the 3-4 position is a double bond, R.sub.1 is hydrogen; wherein R.sub.4 represents C.sub.1 -C.sub.4 lower alkyl; and wherein Y represents chloro or bromo.Also described are the organoleptic uses of said polyalkyl-substituted oxocycloheptane derivatives in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles including solid or liquid aninonic, cationic, nonionic or zwitterionic detergents, fabric softener articles, fabric softener compositions and perfumed polymers.Also described are the processes for preparing said polyalkyl-substituted oxocycloheptane derivatives.

    摘要翻译: 描述的是根据以下结构定义的聚烷基取代的氧代环庚烷衍生物:其中X表示其中一个部分:其中一条虚线是碳 - 碳双键,另一条虚线是碳 碳单键; 或两条虚线都是碳 - 碳单键; 其中R 1和R 2表示氢或低级烷基,条件是当4-5位的虚线是双键时,R 2是氢,当3-4位的虚线是双键时,R 1是氢 ; 其中R 4表示C 1 -C 4低级烷基; 并且其中Y表示氯或溴。 还描述了所述多烷基取代的氧代环庚烷衍生物在增强或增强香料组合物,古龙水和加香制品的香气中的感官应用,包括固体或液体的无声,阳离子,非离子或两性离子洗涤剂,织物柔软剂制品,织物柔软剂组合物和加香聚合物 。 还描述了制备所述多烷基取代的氧代环庚烷衍生物的方法。

    Synthesis of triconjugated dienones and novel intermediates used in said
process
    9.
    发明授权
    Synthesis of triconjugated dienones and novel intermediates used in said process 失效
    三氯联二烯酮的合成和所述方法中使用的新型中间体

    公开(公告)号:US4467820A

    公开(公告)日:1984-08-28

    申请号:US551551

    申请日:1983-11-14

    摘要: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "Cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: ##STR2## with a substituted or unsubstituted prenyl ester having the structure: ##STR3## wherein R.sub.3 represents C.sub.1 -C.sub.5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: ##STR4## then dehydrohalogenating the compound defined according to the structure: ##STR5## using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: ##STR6## wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the compound having the structure: ##STR7## in order to form the compound having the structure: ##STR8## the dehydroacyloxylation step taking place in the presence of an alkali metal carbonate and dimethylformamide solvent.

    摘要翻译: 描述了根据以下结构定义的三结合双酮的方法:其中R 1表示C 1 -C 8烷基,苯基或苯基甲基,并且其中R 2表示氢或C 1 -C 5低级烷基; 并且其中波浪线表示R2,甲基,酰基或乙烯基部分在碳 - 碳双键中的一个或两个上的“Cis”或“反式”并置,该方法涉及具有 结构:具有以下结构的取代或未取代的异戊二烯基酯:其中R 3在氯化铝催化剂和二氯甲烷溶剂的存在下代表C 1 -C 5烷基,以形成根据 结构:然后使用碱金属碳酸盐和二甲基甲酰胺溶剂将根据结构定义的化合物脱卤化氢,以形成具有以下结构的新型化合物:其中虚线之一代表 碳 - 碳双键,虚线中的另一个代表碳 - 碳单键; 然后将具有以下结构的化合物脱氢酰化氧化:为了形成具有以下结构的化合物:在碱金属碳酸盐和二甲基甲酰胺溶剂的存在下进行脱氢甲酰氧基化步骤。

    Synthesis of triconjugated dienones and novel intermediates used in said
process
    10.
    发明授权
    Synthesis of triconjugated dienones and novel intermediates used in said process 失效
    三氯联二烯酮的合成和所述方法中使用的新型中间体

    公开(公告)号:US4451392A

    公开(公告)日:1984-05-29

    申请号:US431268

    申请日:1982-09-30

    摘要: Described is a process for preparing triconjugated dienones defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.1 -C.sub.8 alkyl, phenyl or phenyl methyl and wherein R.sub.2 represents hydrogen or C.sub.1 -C.sub.5 lower alkyl; and wherein the wavy lines are indicative of a "cis" or a "trans" juxtaposition of the R.sub.2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: ##STR2## (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: ##STR3## wherein R.sub.3 represents C.sub.1 -C.sub.5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: ##STR4## then dehydrohalogenating the compound defined according to the structure: ##STR5## using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: ##STR6## wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the compound having the structure: ##STR7## in order to form the compound having the structure: ##STR8## the dehydroacyloxylation step taking place in the presence of an alkali metal carbonate and dimethylformamide solvent.

    摘要翻译: 描述了根据以下结构定义的三结合双酮的方法:其中R 1表示C 1 -C 8烷基,苯基或苯基甲基,并且其中R 2表示氢或C 1 -C 5低级烷基; 并且其中波浪线表示R2,甲基,酰基或乙烯基部分在一个或两个碳 - 碳双键上的“顺式”或“反式”并置,该方法涉及具有 结构:其中X表示氯,具有以下结构的取代或未取代的异戊二烯基酯:其中R 3表示C 1 -C 5烷基,在氯化铝催化剂和二氯甲烷溶剂的存在下,形成 根据以下结构定义的新型中间体:然后使用碱金属碳酸盐和二甲基甲酰胺溶剂将根据结构定义的化合物脱卤化氢,以形成具有以下结构的新颖化合物:其中 虚线中的一条代表碳 - 碳双键,另一条虚线表示碳 - 碳单键; 然后将具有以下结构的化合物脱氢酰化氧化:为了形成具有以下结构的化合物:在碱金属碳酸盐和二甲基甲酰胺溶剂的存在下进行脱氢甲酰氧基化步骤。