Synthesis of triconjugated dienones and novel intermediates used in said
process
    1.
    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:US4623749A

    公开(公告)日:1986-11-18

    申请号:US620163

    申请日:1984-08-17

    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 with a substituted or unsubstituted prenyl ester having the structure: ##STR2## 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 a halogen-ester intermediate defined according to the structure: ##STR3## then dehydrohalogenating said halogen-ester intermediate using an alkali metal carbonate and a dimethylformamide solvent in order to form a ketoester having the structure: ##STR4## 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 ketoester in the presence of an alkali metal carbonate and dimethylformamide solvent in order to form the triconjugated dienone.

    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,该方法涉及酰卤与 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,以形成根据以下结构定义的卤素 - 酯中间体: 然后使用碱金属碳酸盐和二甲基甲酰胺溶剂将所述卤代酯中间体脱卤化氢,以形成具有以下结构的酮酯: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; 然后在碱金属碳酸盐和二甲基甲酰胺溶剂的存在下,使酮酯脱羟基酰化,以形成三羟甲基封端的二烯酮。

    Process for preparing mixtures containing 8,9-epithio-1-p-menthene
    2.
    发明授权
    Process for preparing mixtures containing 8,9-epithio-1-p-menthene 失效
    制备含有9,9-环硫-1-对薄荷烯的混合物的方法

    公开(公告)号:US4536583A

    公开(公告)日:1985-08-20

    申请号:US519371

    申请日:1983-08-01

    IPC分类号: C07D331/02 C11B9/00 A61K7/46

    CPC分类号: C07D331/02 C11B9/0034

    摘要: Described is a process for preparing a mixture of t-mercapto terpenes defined according to the structure: ##STR1## and .alpha.-terpineol defined according to the structure: ##STR2## including the step of reacting the compound defined according to the structure: ##STR3## with an alkali metal thiocyanate defined according to the structure: ##STR4## wherein M represents alkali metal such as sodium, potassium or lithium in the presence of a phase transfer catalyst. The resulting product is then treated with lithium aluminum hydride followed by aqueous mineral acid to form a mixture of .alpha.-terpineol and the compound defined according to the structure: ##STR5## which mixture is useful for its organoleptic properties.

    摘要翻译: 描述了根据以下结构定义的t-巯基萜烯的混合物的方法:根据以下结构定义的:ι和α-萜品醇:包括使根据以下结构定义的化合物反应的步骤:碱金属硫氰酸盐根据以下结构定义:其中M在相转移催化剂存在下表示碱金属如钠,钾或锂。 然后将所得产物用氢化铝锂处理,然后用无机酸水溶液处理,以形成α-萜烯醇和根据以下结构定义的化合物的混合物:该组合物可用于其感官特性。

    Process for preparing .alpha.-oxy(oxo)sulfides and ethers
    4.
    发明授权
    Process for preparing .alpha.-oxy(oxo)sulfides and ethers 失效
    制备{60-氧(氧代)硫醚和醚的方法

    公开(公告)号:US4107197A

    公开(公告)日:1978-08-15

    申请号:US783495

    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:AromaGreen/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.FlavorSpicey, 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 aftertaste. 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。

    .alpha.-Oxy(oxo) sulfides in perfume
    5.
    发明授权
    .alpha.-Oxy(oxo) sulfides in perfume 失效
    香料中的{60-氧(氧代)硫化物

    公开(公告)号:US4094824A

    公开(公告)日:1978-06-13

    申请号:US819961

    申请日:1977-07-28

    IPC分类号: C11B9/00 C11D3/50

    摘要: Perfume and fragrance compositions and perfumed articles including soaps, detergents, powders as well as colognes containing .alpha.-oxy(oxo) sulfides having the structure: ##STR1## wherein R is methyl or hydrogen; X is one of ##STR2## and Y is one of methyl, methallyl (having the structure: ##STR3## 1-propyl, 2-methyl-1-propyl and acetyl which impart 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: 香料和香料组合物和包含肥皂,洗涤剂,粉末以及含有具有以下结构的α-氧代(氧代)硫化物)的古龙香水制品:其中R是甲基或氢; X是之一,Y是甲基,甲代烯丙基(具有以下结构:具有以下结构:赋予甜,绿,花,草药,营养,罗勒的1-丙基,2-甲基-1-丙基和乙酰基 类似,微小,融合,葡萄柚,水果和亚麻香气与雅加,橙花和/或verdima的细微差别。

    .alpha.-Oxy(oxo)mercaptan perfume and cologne compositions
    6.
    发明授权
    .alpha.-Oxy(oxo)mercaptan perfume and cologne compositions 失效
    {60-氧(氧代)硫醇香料和古龙水组合物

    公开(公告)号:US4070308A

    公开(公告)日:1978-01-24

    申请号:US723529

    申请日:1976-09-15

    IPC分类号: C11B9/00

    CPC分类号: C11B9/0011 C07C323/00

    摘要: Perfume and fragrance compositions and perfumed articles including soaps, detergents, powders as well as colognes containing .alpha.-oxy(oxo)mercaptans having the structure: ##STR1## wherein R is any of ethyl, 1-propyl, 2-propyl or 1-butyl; and X is one of: ##STR2## which imparts thereto grapefruit-like, green fruity, concord grape and buchu-leaf oil-like aromas.

    摘要翻译: 香料和香料组合物和香料制品,包括肥皂,洗涤剂,粉末以及含有具有以下结构的α-氧代(氧代)硫醇的古龙水:其中R是乙基,1-丙基,2-丙基或1-丁基 ; X是以下之一:,赋予葡萄柚样,绿色水果,和谐葡萄和buchu-leaf油样香气。

    Uses of .alpha.-oxy(oxo) sulfides and ethers in foodstuffs and flavors
for foodstuffs
    7.
    发明授权
    Uses of .alpha.-oxy(oxo) sulfides and ethers in foodstuffs and flavors for foodstuffs 失效
    在食品和饮料中使用'-OXY(OXO)硫化物和食物

    公开(公告)号:US4053655A

    公开(公告)日:1977-10-11

    申请号:US765865

    申请日:1977-02-04

    CPC分类号: A23L27/29 A23L27/2022

    摘要: Processes and compositions are described for use in foodstuff flavors and as foodstuff article aroma and taste augmenting and enhancing materials of at least one .alpha.-oxy(oxo) sulfide and ether having the 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. 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.