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    Process for preparing macrocyclic ketones
    3.
    发明授权
    Process for preparing macrocyclic ketones 失效
    制备大环酮的方法

    公开(公告)号：US4700007A

    公开(公告)日：1987-10-13

    申请号：US824816

    申请日：1986-01-31

    申请人： Hiroshi Okino ,  Seiichi Uchida ,  Keita Matsushita

    发明人： Hiroshi Okino ,  Seiichi Uchida ,  Keita Matsushita

    IPC分类号： C07C49/385 ,  C07C45/00 ,  C07C45/45 ,  C07C45/61 ,  C07C45/65 ,  C07C45/67 ,  C07C49/487 ,  C07C67/00

    CPC分类号： C07C45/676 ,  C07C45/45 ,  C07C45/65

    摘要： An improvement in a process for preparing a macrocyclic ketone having from 12 to 18 carbon atoms which comprises intramolecular cyclization of a lower alcohol diester of a straight chain alkanedicarboxylic acid having from 12 to 18 carbon atoms by acyloin condensation and reduction of the resulting 2-hydroxycycloalkanone is disclosed. The improvement comprises conducting the acyloin condensation in a water-immiscible organic solvent having a boiling point of not lower than 40.degree.C., subjecting the resulting organic solvent solution containing the 2-hydroxycycloalkanone to reduction, and conducting the reduction in the copresence of said organic solvent and water. The macrocyclic ketone can be prepared at high efficiency.

    摘要翻译： 制备具有12至18个碳原子的大环酮的方法的改进，其包括通过偶姻缩合从而使具有12至18个碳原子的直链烷二羧酸的低级醇二酯的分子内环化并且所得2-羟基环烷酮的还原 被披露。 改进之处在于在沸点不低于40℃的与水不混溶的有机溶剂中进行偶姻缩合，将得到的含有2-羟基环烷酮的有机溶剂溶液进行还原，并进行所述 有机溶剂和水。 大环酮可以高效制备。

    Process for the preparation of acyloins
    7.
    发明授权
    Process for the preparation of acyloins 失效
    制备偶姻的方法

    公开(公告)号：US5831097A

    公开(公告)日：1998-11-03

    申请号：US776106

    申请日：1997-01-21

    申请人： Klaus Ebel ,  Regina Schneider ,  Johann-Peter Melder ,  Joaquim Henrique Teles

    发明人： Klaus Ebel ,  Regina Schneider ,  Johann-Peter Melder ,  Joaquim Henrique Teles

    IPC分类号： B01J31/02 ,  C07B61/00 ,  C07C45/00 ,  C07C45/72 ,  C07C47/56 ,  C07C49/17 ,  C07C49/487 ,  C07C49/83 ,  C07C49/84 ,  C07C67/293 ,  C07C67/343 ,  C07D249/08 ,  C07C45/45

    CPC分类号： B01J31/0239 ,  C07C45/00 ,  C07C67/293 ,  C07C67/343 ,  B01J2231/342

    摘要： A process for the preparation of acyloins of the general formula I ##STR1## in which R.sup.a and R.sup.b are the same or different and stand for hydrogen or an optionally substituted C.sub.1 -C.sub.20 alkyl, an optionally substituted C.sub.6 -C.sub.10 aryl, an optionally substituted C.sub.7 -C.sub.12 aralkyl, an optionally substituted heteroaryl, or an optionally substituted heterocycloalkyl group, except for autocondensation products of formaldehyde, wherein an aldehyde of the formula II R.sup.a CHO, (II) is reacted, in the presence of a catalyst, with an aldehyde of the formula III R.sup.b CHO, (III) in which R.sup.a and R.sup.b have the above meanings and at least one of the radicals R.sup.a and R.sup.b denotes a radical other than hydrogen, which have been produced, with the assistance of an auxiliary base, from a triazolium salt of the formula IV ##STR2##

    摘要翻译： PCT No.PCT / EP95 / 02660 Sec。 371日期1997年1月21日 102（e）日期1997年1月21日PCT提交1995年7月8日PCT公布。 出版物WO96 / 02484 日本1996年2月1日制备通式I（I）的偶姻的方法，其中Ra和Rb相同或不同，代表氢或任选取代的C 1 -C 20烷基，任选取代的C 6 - C 10芳基，任选取代的C 7 -C 12芳烷基，任选取代的杂芳基或任选取代的杂环烷基，除了甲醛的自缩合产物，其中式IIRaCHO，（II）的醛在催化剂存在下与 式IIIRbCHO（III）的醛，其中Ra和Rb具有上述含义，并且基团Ra和Rb中的至少一个表示除了氢以外的基团，其在辅助碱的辅助下由 （IV）的三唑鎓盐

    Production of hoplike beverage bittering materials
    9.
    发明授权
    Production of hoplike beverage bittering materials 失效
    生产hoplike饮料苦味材料

    公开(公告)号：US3923897A

    公开(公告)日：1975-12-02

    申请号：US34674173

    申请日：1973-04-02

    申请人： KALAMAZOO SPICE EXTRACT CO

    发明人： WORDEN LEONARD R

    IPC分类号： C12G3/04 ,  C07C45/00 ,  C07C45/29 ,  C07C45/67 ,  C07C49/487 ,  C07C49/493 ,  C07C49/497 ,  C07C49/743 ,  C07C67/00 ,  C12C3/12 ,  C12C5/02 ,  C07C45/16

    CPC分类号： C12C3/12 ,  C12C3/00 ,  C12C3/08 ,  C12C5/008 ,  C12C5/026

    摘要： 2,4-DIACYL-5-ALKYL-4-HYDROXYCYCLOPENTANE-1,3-DIONES (TETRAHYDROISO-ALPHA ACIDS) (TETRAHYDROISOHUMULONES) R1, R2, and R3 are various alkyl groups which may or may not be identical, e.g., in the formulas above, if R2 R3 CH2CH2CH(CH3)2 isopentyl and R1 -CH2CH(CH3)2 isobutyl, the compound I becomes desoxytetrahydrohumulone 3'',5''-diisopentyl2'',4'',6''-trihydroxyisovalerophenone and III becomes tetrahydroisohumulone. Similarly, when R2 and R3 are isopentyl and R1 is -CH(CH3)CH2CH3 or -CH(CH3)2, the starting material (I) is respectively desoxytetrahydroadhumulone and desoxytetrahydrocohumulone, the intermediates II become tetrahydroadhumulone and tetrahydrocohumulone, and the end products III become tetrahydroisoadhumulone and tetrahydroisocohumulone. For clarity, it should be stated here that desoxytetrahydroalpha acids are herin designated by I and may also be designated a 3'',5''-dialkyl-2'',4'',6''-trihydroxyacylphenone, that the intermediate tetrahydrohumulone is herein designated by II and may also be designated a tetrahydro-alpha acid or a 6-acyl-2,4dialkyl-2-hydroxycyclohexane-1,3,5-trione, and that the ultimate end product, the tetrahydroisohumulone, is herein designated III and may sometimes be designated a tetrahydroiso-alpha acid or a 2,4-diacyl-5-alkyl-4-hydroxycyclopentane-1,3-dione. Moreover, sometimes the terms ''''alpha acids'''' and ''''iso-alpha acids'''' are employed herein without the ''''tetrahydro'''' prefix, without any intention, however, to define a different material when such abbreviation is employed. Such abbreviation, when employed, will be apparent to one skilled in the art. To conform with current nomenclature practice, lupulones are usually referred to herein as beta acids; tetrahydrohumulones (II) as tetrahydro-alpha acids; and tetrahydroisohumulones (III) as tetrahydroiso-alpha acids. It should be recognized, however, that the terms alpha acids, ''''beta acids,'''' and ''''iso-alpha acids'''' are used herein in a generic sense and are not meant to limit the various alkyl groups R1,R2, and R3 (Chart I) to groups found in naturallyoccurring substances, the present invention being equally applicable to synthetically derived materials.

    6-ACYL-2,4-DIALKYL-2-HYDROXYCYCLOHEXANE-1,3,5-TRIONES (TETRAHYDROHUMULONES) (TETRAHYDRO-ALPHA ACIDS)

    3'',5''-DIALKYL-2'',4'',6''-TRIHYDROXYACYLPHENONES (DESOXYTETRAHYDROALPHA ACIDS)

    Production of hoplike beverage bittering materials by the peracid oxidation of 3'',5''-dialkyl-2'',4'',6''trihydroxyacylphenones to 6-acyl-2,4-dialkyl-2hydroxycyclohexane-1,3,5-triones (tetrahydrohumulones or tetrahydro-alpha acids) and isomerization thereof to 2,4-diacyl5-alkyl-4-hydroxycyclopentane-1,3-diones (tetrahydroisohumulones or tetrahydroiso-alpha acids). CHART I: Conversion of beta acids into flavoring materials in the tetrahydro-alpha acids family

    摘要翻译： 通过3'，5'-二烷基-2'，4'，6'-三羟基苯甲酰过氧化制备hoplike饮料苦味材料至6-酰基-2,4-二烷基-2-羟基环己烷-1,3,5-三 （四氢葎草酮或四氢-α-酸），其异构化为2,4-二酰基-5-烷基-4-羟基环戊烷-1,3-二酮（四氢异葎草酮或四氢异α酸）。