公开(公告)号：US4024190A

公开(公告)日：1977-05-17

申请号：US683293

申请日：1976-05-05

申请人： Anne Hruza nee Sanderson ,  William L. Schreiber ,  Michel VAN Praag ,  Alan O. Pittet ,  William J. Evers

发明人： Anne Hruza nee Sanderson ,  William L. Schreiber ,  Michel VAN Praag ,  Alan O. Pittet ,  William J. Evers

IPC分类号： A23L27/20 ,  C07C45/00 ,  C07C45/51 ,  C07C47/21 ,  C07C47/222 ,  C07C49/255 ,  C11B9/00 ,  C07C47/02

CPC分类号： C11B9/0015 ,  A23L27/2024 ,  C07C45/004 ,  C07C45/515 ,  C07C47/21 ,  C07C47/222 ,  C07C49/255

摘要： Novel lower 2-alkyldene-3-alkenals having the generic formula: ##STR1## wherein one of R.sub.1 and R.sub.2 is hydrogen and the other is methyl, and one of R.sub.3 and R.sub.4 is hydrogen and the other is an alkyl group having two or four carbon atoms, but specifically, selected from the group consisting of:Cis-2-ethylidene-trans-3-hexenal;Cis-2-ethylidene-cis-3-hexenal;Trans-2-ethylidene-trans-3-hexenal;Trans-2-ethylidene-6-methyl-cis-3-heptenal; andTrans-2-ethylidene-6-methyl-trans-3-heptenalSuch alkenals being useful in altering, augmenting or enhancing organoleptic properties of foodstuffs, perfume compositions, perfumed articles and tobaccos.

摘要翻译： 具有以下通式的新型低级2-烷基烯-3-烯烃：其中R 1和R 2之一是氢，另一个是甲基，R 3和R 4之一是氢，另一个是具有两个或四个 碳原子，但具体地，选自：

公开(公告)号：US3988487A

公开(公告)日：1976-10-26

申请号：US603932

申请日：1975-08-12

申请人： Anne Sanderson ,  Gerard Mosciano ,  Alan O. Pittet ,  Louis J. Strasburger ,  William L. Schreiber ,  Michel Van Praag ,  Edward J. Shuster ,  Bernard J. Rutkowsky ,  William J. Evers

发明人： Anne Sanderson ,  Gerard Mosciano ,  Alan O. Pittet ,  Louis J. Strasburger ,  William L. Schreiber ,  Michel Van Praag ,  Edward J. Shuster ,  Bernard J. Rutkowsky ,  William J. Evers

IPC分类号： A23L27/20 ,  C11B9/00 ,  A23L1/235

CPC分类号： C07C45/004 ,  A23L27/2024 ,  C07C45/45 ,  C07C45/515 ,  C07C45/62 ,  C11B9/0015

摘要： Methods for altering, modifying or enhancing the organoleptic properties of foodstuffs and perfumes comprising incorporating with such materials a small but effective amount (from 0.02 ppm up to about 150 ppm) of at least one 2-alkylidene-cis-3-alkenal or at least one 2-alkylidene-trans-3-alkenal or a mixture having at last one 2-alkylidene-trans-3-alkenal and one 2-alkylidene-cis-3-alkenal represented by the formula: ##SPC1##Or di-lower alkyl acetal thereof wherein one of R.sub.1 and R.sub.2 is hydrogen and the other is lower alkyl; and one of R.sub.3 and R.sub.4 is hydrogen and the other is lower alkyl; together with compositions containing the said 2-alkylidene-3-alkenals or acetals thereof for use in altering such organoleptic properties.

摘要翻译： 用于改变，改良或增强食品和香料的感官特性的方法，包括与这些物质一起掺入至少一种2-亚烷基 - 顺-3-烯醛或至少含有少量（从0.02ppm至高达150ppm）的少量有效量 一个2-亚烷基 - 反式-3-链烯酸或具有最后一个2-亚烷基 - 反式-3-链烯酸和一个2-亚烷基 - 顺式-3-烯醛的混合物，其由下式表示：+ q，10 OR DI-LOWER 其中R1和R2中的一个是氢，另一个是低级烷基; R3和R4之一是氢，另一个是低级烷基; 以及含有所述2-亚烷基-3-链烯或其缩醛的组合物，用于改变这种感官特性。

公开(公告)号：US3970701A

公开(公告)日：1976-07-20

申请号：US383578

申请日：1973-07-30

申请人： Anne Sanderson ,  William L. Schreiber ,  Michel VAN Praac ,  Alan O. Pittet ,  William J. Evers

发明人： Anne Sanderson ,  William L. Schreiber ,  Michel VAN Praac ,  Alan O. Pittet ,  William J. Evers

IPC分类号： A23L27/20 ,  C07C45/00 ,  C07C45/51 ,  C07C47/21 ,  C07C47/222 ,  C07C49/255 ,  C11B9/00 ,  C07C47/20

CPC分类号： C11B9/0015 ,  A23L27/2024 ,  C07C45/004 ,  C07C45/515 ,  C07C47/21 ,  C07C47/222 ,  C07C49/255 ,  Y10S426/803

摘要： Novel lower 2-alkylidene-2-alkenals having the formula: ##SPC1##Wherein one of R.sub.1 and R.sub.2 is hydrogen and the other is methyl, and one of R.sub.3 and R.sub.4 is hydrogen and the other is an alkyl group having two or four carbon atoms, such alkenals being useful in altering organoleptic properties of consumable materials.

摘要翻译： 具有下式的新型低级2-亚烷基-2-链烯：

公开(公告)号：US4107217A

公开(公告)日：1978-08-15

申请号：US800890

申请日：1977-05-26

申请人： William L. Schreiber ,  Alan O. Pittet

发明人： William L. Schreiber ,  Alan O. Pittet

IPC分类号： A24B15/32 ,  C07C29/38 ,  C07C41/56 ,  C07C43/30 ,  C07C43/303 ,  C07C45/00 ,  C07C45/51 ,  C07C45/52 ,  C07C45/62 ,  C07C47/21 ,  C11B9/00 ,  A61K7/46

CPC分类号： C07C45/00 ,  A24B15/32 ,  C07C29/38 ,  C07C41/56 ,  C07C43/303 ,  C07C45/004 ,  C07C45/45 ,  C07C45/515 ,  C07C45/52 ,  C07C45/62 ,  C07C45/67 ,  C11B9/0015 ,  C12C11/02

摘要： Described are intermediates, acetals formed in processes for producing novel 2-alkylidene-3-alkynals and 2-alkylidene-3-alkenals which processes comprise reacting an alkyl metallo acetylide with a dialkoxy acetonitrile or a dialkoxy dialkyl acetamide to form an imine salt, hydrolyzing the imine salt to form a 1,1-dialkoxy-3-alkyn-2-one, alternatively (a) first treating the alkynone with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkyne, and then either (1) hydrolyzing the dialkoxy alkylidene alkyne to form a novel aldehyde, an alkylidene alkynal, and if desired, reducing the triple bond of the alkylidene alkynal to a double bond to obtain the corresponding alkylidene alkenal or (2) first reducing the dialkoxy alkylidene alkyne to form a 1,1-dialkoxy-2-alkylidene-3-alkene and if desired then hydrolyzing said 1,1-dialkoxy-2-alkylidene-3-alkene to form the desired 2-alkylidene-3-alkenal; or (b) first reducing the alkynone to form a 1,1-dialkoxy-3-alken-2-one and then treating the 1,1-dialkoxy-3-alken-2-one with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkene and, if desired, then hydrolyzing said dialkoxy alkylidene alkene to form the desired 2-alkylidene-3-alkenal.

摘要翻译： 描述的是中间体，在制备新的2-亚烷基-3-炔烃和2-亚烷基-3-烯烃的方法中形成的缩醛，其方法包括使烷基金属乙炔化物与二烷氧基乙腈或二烷氧基二烷基乙酰胺反应以形成亚胺盐，水解 亚胺盐形成1,1-二烷氧基-3-炔-2-酮，或者（a）首先用亚烷基三取代的正膦或亚烷基磷三酰胺或烷基磷酰胺阴离子化合物处理炔炔，得到二烷氧基 亚烷基炔，然后（1）水解二烷氧基亚烷基炔以形成新的醛，亚烷基炔烃，如果需要，将亚烷基炔烃的三键还原成双键，得到相应的亚烷基链烯基或（2） 首先将二烷氧基亚烷基炔还原形成1,1-二烷氧基-2-亚烷基-3-烯烃，如果需要，然后水​​解所述1,1-二烷氧基-2-亚烷基-3-烯烃以形成所需的2-亚烷基 - 3-烯醛; 或（b）首先将炔炔还原形成1,1-二烷氧基-3-烯-2-酮，然后用亚烷基三取代的正膦或1,1-二烷氧基-3-烯烃-2-酮处理1,1-二烷氧基-3-烯-2-酮 亚烷基磷三酰胺或烷基磷酰胺阴离子化合物，以提供二烷氧基亚烷基烯烃，如果需要，然后水​​解所述二烷氧基亚烷基烯以形成所需的2-亚烷基-3-链烯酸。

公开(公告)号：US4179526A

公开(公告)日：1979-12-18

申请号：US827265

申请日：1977-08-24

申请人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja D. Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

发明人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja D. Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

IPC分类号： A23L27/20 ,  C07D307/46 ,  A23L1/226

CPC分类号： C07D307/46 ,  A23L27/204 ,  A23L27/2052

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-substituted alkylidene methionals having the structure: ##STR1## wherein R.sub.1 or R.sub.2 is one of the moieties: ##STR2## and the other is hydrogen or methyl. Addition of one or more alpha-substituted alkylidene methionals to foodstuff flavorings or to foodstuffs is indicated to produce the following aroma and flavor characteristics, in the alternative taken together:AromaPotato;Methional-like;Green;Hydrolyzed vegetable protein-like;Chicken-like;Cabbage;Green potato;Green weedy;Broccoli-like; andGreen bean-like.FlavorPotato;Metallic;Sulfury-green;Cabbage-like;Chicken;Mushroom-like;Green-weedy;Broccoli-like; andGreen bean-like.The compounds of our invention are useful in augmenting or enhancing the flavor and aroma nuances of vegetable (including potato and cabbage) and chicken flavors.

摘要翻译： 描述了用于食品香料的方法和组合物，以及作为食品制品香气和味道增强和增强至少一种具有以下结构的α-取代的亚烷基甲基的材料：其中R 1或R 2是其中一个部分： ，另一种是氢或甲基。 在食品调味料或食品中加入一种或多种α-取代的亚烷基甲基化物可指示产生以下芳香和风味特征：

公开(公告)号：US4088696A

公开(公告)日：1978-05-09

申请号：US788355

申请日：1977-04-18

申请人： William L. Schreiber ,  Alan O. Pittet

发明人： William L. Schreiber ,  Alan O. Pittet

IPC分类号： A23L27/20 ,  C07C47/20

CPC分类号： C07C45/45 ,  A23L27/2024 ,  C07C45/004 ,  C07C45/515 ,  C07C45/62 ,  C07C45/67

摘要： Processes for producing novel 2-alkylidene-3-alkynals and 2-alkylidene-3-alkenals which comprise reacting an alkyl metallo acetylide with a dialkoxy acetonitrile or a dialkoxy dialkyl acetamide to form an imine salt, hydrolyzing the imine salt to form a 1,1-dialkoxy-3-alkyn-2-one, alternatively (a) first treating the alkynone with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkyne, and then either (1) hydrolyzing the dialkoxy alkylidene alkyne to form a novel aldehyde, an alkylidene alkynal, and if desired, reducing the triple bond of the alkylidene alkynal to a double bond to obtain the corresponding alkylidene alkenal or (2) first reducing the dialkoxy alkylidene alkyne to form a 1,1-dialkoxy-2-alkylidene-3-alkene and if desired then hydrolyzing said 1,1-dialkoxy-2-alkylidene-3-alkene to form the desired 2-alkylidene-3-alkenal; or (b) first reducing the alkynone to form a 1,1-dialkoxy-3-alken-2-one and then treating the 1,1-dialkoxy-3-alken-2-one with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkene and, if desired, then hydrolyzing said dialkoxy alkylidene alkene to form the desired 2-alkylidene-3-alkenal; together with novel alkylidene alkynals and acetals thereof so produced.

公开(公告)号：US4156029A

公开(公告)日：1979-05-22

申请号：US902389

申请日：1978-05-03

申请人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja D. Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

发明人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja D. Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

IPC分类号： A23L27/20 ,  A23L27/30 ,  A23L1/236

CPC分类号： C07C323/00 ,  A23L27/204

摘要： Described are mixtures of cis and trans isomers of 2-[(methylthio)methyl]-3-phenyl-2-propenal having the structures: ##STR1## The ratio of cis to trans isomer being from 7:3 up to 9.5:0.5 wherein augmenting and enhancing the flavors and aroma of meat extract, meat, hydrolyzed vegetable protein, nut and chocolate flavored foodstuff by augmenting or enhancing the sweet, meat extract like, hydrolyzed vegetable protein like and beef broth like aroma and sweet, meat extract like, hydrolyzed vegetable protein like, beef broth like, and monosodium glutamate like flavor characteristics with mouthfeel effects.

摘要翻译： 描述了具有以下结构的2 - [（甲硫基）甲基] -3-苯基-2-丙烯醛的顺式和反式异构体的混合物：顺式与反式异构体的比例为7：3至9.5 0.5，其中通过增加或增强甜味的肉类提取物，如水解的植物蛋白质和牛肉汤如芳香和甜的肉提取物，增强和增强肉提取物，肉，水解植物蛋白，坚果和巧克力风味食品的香味和香味。 像水解的植物蛋白质，牛肉汤一样，和味精一样味道特征，具有口感效果。

公开(公告)号：US4154766A

公开(公告)日：1979-05-15

申请号：US827147

申请日：1977-08-24

申请人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja Dulal Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

发明人： Donald A. Withycombe ,  Anne Hruza ,  Manfred H. Vock ,  Christopher Giacino ,  Braja Dulal Mookherjee ,  Alan O. Pittet ,  William L. Schreiber

IPC分类号： A23L27/20 ,  C07C67/00 ,  C07C313/00 ,  C07C323/22 ,  C07D307/46 ,  C07C47/52

CPC分类号： C07D307/46 ,  A23L27/204 ,  A23L27/2052 ,  C07C323/00

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-substituted alkylidene methionals having the structure: ##STR1## wherein R.sub.1 or R.sub.2 is one of the moieties: ##STR2## AND THE OTHER IS HYDROGEN OR METHYL. Addition of one or more alpha-substituted alkylidene methionals to foodstuff flavorings or to foodstuffs is indicated to produce the following aroma and flavor characteristics, in the alternative taken together:AromaPotato;Methional-like;Green;Hydrolyzed vegetable protein-like;Chicken-like;Cabbage;Green potato;Green weedy;Broccoli-like; andGreen bean-like.FlavorPotato;Metallic;Sulfury-green;Cabbage-like;Chicken;Mushroom-like;Greeen-weedy;Broccoli-like; andGreen bean-like.The compounds of our invention are useful in augmenting or enhancing the flavor and aroma nuances of vegetable (including potato and cabbage) and chicken flavors.

摘要翻译： 描述了用于食品香料的方法和组合物，以及作为食品制品香气和味道增强和增强至少一种具有以下结构的α-取代的亚烷基甲基的材料：其中R 1或R 2是其中一个部分： 和其他是氢或甲基。 在食品调味料或食品中加入一种或多种α-取代的亚烷基甲基化物可指示产生以下芳香和风味特征：

公开(公告)号：US4045497A

公开(公告)日：1977-08-30

申请号：US664916

申请日：1976-03-08

申请人： William L. Schreiber ,  Alan O. Pittet

发明人： William L. Schreiber ,  Alan O. Pittet

IPC分类号： C07C43/30 ,  A61K7/46

CPC分类号： C07C45/515 ,  C07C43/30 ,  C07C45/004 ,  C07C45/45 ,  C07C45/62 ,  C07C45/67

摘要： Processes for producing novel 2-alkylidene-3-alkynals and 2-alkylidene-3-alkenals which comprise reacting an alkyl metallo acetylide with a dialkoxy acetonitrile or a dialkoxy dialkyl acetamide to form an imine salt, hydrolyzying the imine salt to form a 1,1-dialkoxy-3-alkyn-2-one, alternatively (a) first treating the alkynone with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkyne, and then either (1) hydrolyzing the dialkoxy alkylidene alkyne to form a novel aldehyde, an alkylidene alkynal, and if desired, reducing the triple bond of the alkylidene alkynal to a double bond to obtain the corresponding alkylidene alkenal or (2) first reducing the dialkoxy alkylidene alkyne to form a 1,1-dialkoxy-2-alkylidene-3-alkene and if desired then hydrolyzing said 1,1-dialkoxy-2-alkylidene-3-alkene to form the desired 2-alkylidene-3-alkenal; or (b) first reducing the alkynone to form a 1,1-dialkoxy-3-alken-2-one and then treating the 1,1-dialkoxy-3-alken-2-one with an alkylidene tri-substituted phosphorane or an alkylidene phosphorous triamide or an alkyl phosphoramide anionic compound to provide a dialkoxy alkylidene alkene and, if desired, then hydrolyzing said dialkoxy alkylidene alkene to form the desired 2-alkylidene-3-alkenal; together with novel alkylidene alkynals and acetals thereof so produced.

摘要翻译： 包括使烷基金属乙炔化物与二烷氧基乙腈或二烷氧基二烷基乙酰胺反应形成亚胺盐，水解亚胺盐形成1,1-亚烷基-3-炔烃和2-亚烷基-3-烯烃的方法， （a）首先用亚烷基三取代的正膦或亚烷基磷三酰胺或烷基磷酰胺阴离子化合物处理炔炔，得到二烷氧基亚烷基炔，然后将（1 ）水解二烷氧基亚烷基炔以形成新的醛，亚烷基炔烃，如果需要，将亚烷基炔烃的三键还原成双键以获得相应的亚烷基链烯基，或（2）首先还原二烷氧基亚烷基炔以形成 1,1-二烷氧基-2-亚烷基-3-烯烃，如果需要，然后水​​解所述1,1-二烷氧基-2-亚烷基-3-烯烃以形成所需的2-亚烷基-3-烯烃; 或（b）首先将炔炔还原形成1,1-二烷氧基-3-烯-2-酮，然后用亚烷基三取代的正膦或1,1-二烷氧基-3-烯烃-2-酮处理1,1-二烷氧基-3-烯-2-酮 亚烷基磷三酰胺或烷基磷酰胺阴离子化合物，以提供二烷氧基亚烷基烯烃，如果需要，然后水​​解所述二烷氧基亚烷基烯以形成所需的2-亚烷基-3-链烯酸; 以及如此制备的新型亚烷基炔和它们的缩醛。

公开(公告)号：US4739105A

公开(公告)日：1988-04-19

申请号：US894834

申请日：1986-10-17

申请人： Thomas F. Courtney, Jr. ,  Alan O. Pittet ,  Ranya Muralidhara ,  Manfred H. Vock ,  Charles Wiener

发明人： Thomas F. Courtney, Jr. ,  Alan O. Pittet ,  Ranya Muralidhara ,  Manfred H. Vock ,  Charles Wiener

IPC分类号： A23L27/20 ,  C07C149/20

CPC分类号： C07C323/00 ,  A23L27/2022

摘要： Described are the esters of alkylthioalkanoic acids defined according to the structure: ##STR1## wherein R.sub.1 represents C.sub.3 -C.sub.6 alkenyl or C.sub.1 -C.sub.4 alkyl; R.sub.2 represents C.sub.3 alkyl; C.sub.3 hydroxyalkyl or C.sub.3 alkenyl; N represents 0, 1 or 2 amd M represents 0 or 1 and uses thereof in augmenting or enhancing the aroma or taste of foodstuffs.

摘要翻译： 描述了根据以下结构定义的烷基硫代链烷酸的酯：其中R 1表示C 3 -C 6烯基或C 1 -C 4烷基; R2代表C3烷基; C3羟烷基或C3链烯基; N表示0,1或2 am，M表示0或1，并且其用于增强或增强食品的香气或味道。