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    Preparation of terpenoid formates
    1.
    发明授权
    Preparation of terpenoid formates 失效
    萜类化合物的制备

    公开(公告)号：US4665221A

    公开(公告)日：1987-05-12

    申请号：US516854

    申请日：1983-07-25

    申请人： Frank Thoemel ,  Werner Hoffmann

    发明人： Frank Thoemel ,  Werner Hoffmann

    IPC分类号： C07C29/128 ,  C07C69/07 ,  C11B9/00 ,  C07C67/08 ,  C07C67/293

    CPC分类号： C11B9/0015 ,  C07C29/1285 ,  C07C67/00

    摘要： An improved process for the preparation of primary terpenoid alcohols, e.g. 6,7-dihydrogeraniol and phytol, and of their esters with formic acid. The terpenoid formates are obtained very advantageously by reacting the corresponding tert.-vinylcarbinols with more than 2 moles, per mole of vinylcarbinol, of aqueous formic acid of more than 70 percent strength by weight, or with anhydrous formic acid, at from 5.degree. to 100.degree. C. The primary terpenoid alcohols themselves are obtained from their formates by trans-esterification with a low-boiling alcohol in the presence of a catalytic amount of a strong base. The products are valuable compounds. For example, 6,7-dihydrogeraniol is used as a scent and phytol is used as a perfume fixative and as a starting material for the synthesis of naturally occurring materials.

    摘要翻译： 用于制备初级萜醇的改进方法，例如 6,7-二氢甘油和植物醇，以及它们与甲酸的酯。 通过使相应的叔 - 乙烯基甲醇与每摩尔乙烯基甲醇大于70重量％的甲酸水溶液或与无水甲酸反应，相应的叔 - 乙烯基甲醇通过使其从5℃至 100℃。主要的萜类醇本身通过在催化量的强碱存在下用低沸点醇进行酯化从其甲酸酯获得。 该产品是有价值的化合物。 例如，使用6,7-二氢香叶醇作为香料，并且将植物油醇作为香料固定剂和作为合成天然存在的材料的原料使用。

    Preparation of 2,3,5-trimethyl-p-benzoquinone
    5.
    发明授权
    Preparation of 2,3,5-trimethyl-p-benzoquinone 失效
    制备2,3,5-三甲基 - 对苯醌

    公开(公告)号：US4491545A

    公开(公告)日：1985-01-01

    申请号：US482416

    申请日：1983-04-06

    申请人： Frank Thoemel ,  Werner Hoffmann

    发明人： Frank Thoemel ,  Werner Hoffmann

    IPC分类号： C07C46/00 ,  B01J23/00 ,  B01J23/72 ,  B01J27/122 ,  B01J31/02 ,  C07B61/00 ,  C07C45/00 ,  C07C46/04 ,  C07C46/06 ,  C07C46/08 ,  C07C46/10 ,  C07C50/02 ,  C07C67/00 ,  C07C50/04

    CPC分类号： C07C46/08 ,  C07C46/06 ,  C07C46/10

    摘要： Trimethyl-p-benzoquinone of the formula I ##STR1## is prepared by a process wherein A. 2,5,6-trimethylcyclohex-2-en-1-one or 2,3,6-trimethylcyclohex-2-en-1-one is reacted with air or oxygen at from 0.degree. to 150.degree. C. in a virtually anhydrous low molecular weight alkanol in the presence of a catalytic amount of copper(I) oxide or copper(II) oxide and in the presence of from 1 to 10 moles of a hydrogen halide gas per mole of trimethylcyclohexenone, and thereafterB. the reaction mixture, which essentially contains 2,3,6-trimethylphenol and/or 4-halo-2,3,6-trimethylphenol, is mixed with an alkali metal alcoholate in an amount such that a sample, when moistened with water, has a pH of from 3 to 6, and is then reacted with air, pure oxygen or tert.-butyl hydroperoxide at from 0.degree. to 150.degree. C., or wherein from 1 to 10 mole equivalents of a hydrogen halide gas per mole of substrate to be reacted are passed into a mixture containing a virtually anhydrous low molecular weight alkanol and a catalytic amount of copper(I) oxide or copper(II) oxide at from 0.degree. to 30.degree. C., an alkali metal alcoholate is added in an amount such that a sample, when moistened with water, has a pH of from 3 to 6, about one mole equivalent of 2,3,6-trimethylphenol is added and the mixture is then reacted with air, oxygen or tert.-butyl peroxide at from 0.degree. to 150.degree. C.Trimethyl-p-benzoquinone is an important intermediate for the synthesis of vitamin E.

    摘要翻译： 式I（I）的三甲基对苯醌通过以下方法制备：其中A.2,5,6-三甲基环己-2-烯-1-酮或2,3,6-三甲基环己-2-烯 在催化量的氧化铜（I）或氧化铜（II）的存在下，在几乎无水的低分子量链烷醇中，0-150℃下，-1,1-二氧化物与空气或氧气反应， 每摩尔三甲基环己烯酮为1至10摩尔卤化氢气体，然后为B.基本上含有2,3,6-三甲基苯酚和/或4-卤代-2,3,6-三甲基苯酚的反应混合物为 与碱金属醇化物混合，其量使得样品在用水润湿时具有3至6的pH，然后与0℃至150℃的空气，纯氧或叔丁基过氧化氢反应。 C，或其中每摩尔待反应的底物1至10摩尔当量的卤化氢气体通入含有几乎无水的低分子量链烷醇和 加入催化量的0〜30℃的氧化铜（I）或氧化铜（II），碱金属醇化物的添加量使得当用水润湿时，样品的pH为3 至6，加入约1摩尔当量的2,3,6-三甲基苯酚，然后将混合物与空气，氧气或叔丁基过氧化物在0至150℃下反应。三甲基对苯醌是重要的 维生素E合成中间体

    Preparation of resorcinol derivatives
    6.
    发明授权
    Preparation of resorcinol derivatives 失效
    间苯二酚衍生物的制备

    公开(公告)号：US4426332A

    公开(公告)日：1984-01-17

    申请号：US370404

    申请日：1982-04-21

    申请人： Frank Thoemel ,  Werner Hoffmann

    发明人： Frank Thoemel ,  Werner Hoffmann

    IPC分类号： C07C37/06 ,  C07C37/07 ,  C07C39/08 ,  C07C41/00 ,  C07C41/01 ,  C07C43/23 ,  C07C69/84 ,  C07C69/88 ,  C07C69/92 ,  C07C255/53 ,  C11B9/00 ,  C07C121/75 ,  C07C37/00

    CPC分类号： C07C255/00 ,  C07C37/07 ,  C07C41/01

    摘要： A process for the preparation of resorcinol derivatives of the general formula I ##STR1## where R.sup.1 is carbalkoxy, nitrile, alkyl or H and R.sup.2 to R.sup.5 are H or lower alkyl, by reacting the corresponding cyclohexane-1,3-dione (II) with oxygen or an oxygen-containing gas in the presence of a catalytic amount of a copper compound and of from 1 to 10 moles of a hydrogen halide, or from 0.5 to 5 moles of thionyl chloride per mole of II, in an alkanol having from 1 to 6 carbon atoms, tetrahydrofuran or methyl tert.-butyl ether as the solvent, at from 0.degree. to 150 C., without the addition of a significant amount of water to the reaction mixture. Some of the resorcinol derivatives prepared are useful scents with fragrance notes of the character of the odoriferous substance of natural oak moss.

    摘要翻译： 制备通式Ⅰ（I）的间苯二酚衍生物的方法，其中R 1是烷氧基，腈，烷基或H和R 2至R 5是H或低级烷基，通过使相应的环己烷-1,3-二酮 （II）与氧或含氧气体在催化量的铜化合物和1至10摩尔卤化氢存在下，或每摩尔II的0.5至5摩尔亚硫酰氯，在 具有1至6个碳原子的链烷醇，四氢呋喃或甲基叔丁基醚作为溶剂，在0℃至150℃下，不向反应混合物中加入大量水。 制备的一些间苯二酚衍生物是具有天然橡木苔的气味物质特征的香味的有用香味。

    Novel 2,4-disubstituted pyran derivatives, their preparation and their use as scents
    7.
    发明授权
    Novel 2,4-disubstituted pyran derivatives, their preparation and their use as scents 失效
    新型2,4-二取代吡喃衍生物，其制备及其作为香料的用途

    公开(公告)号：US4292244A

    公开(公告)日：1981-09-29

    申请号：US154900

    申请日：1980-05-30

    申请人： Werner Hoffmann ,  Frank Thoemel

    发明人： Werner Hoffmann ,  Frank Thoemel

    IPC分类号： C07D309/20 ,  C07D309/22 ,  C11B9/00 ,  C07D309/24 ,  C07D309/26

    CPC分类号： C07D309/20 ,  C07D309/22 ,  C11B9/008

    摘要： 2-(1-methyl-eth-1-en-1-yl)-,2-(1-methyl-prop-1-en-1-yl)-, 2-(eth-1-en-1-yl)- and 2-(prop-1-en-1-yl)-4-methyl-2,3-dihydro-6H-pyrans substituted in the 2-position of the side chain by hydroxymethyl, acyloxymethyl, alkoxycarbonylmethyl, halomethyl or formyl. The novel 4-methyl-2,3-dihydro-6H-pyrans are obtained by reaction of 3-methyl-but-3-en-1-ol with an appropriately substituted unsaturated aldehyde in the presence of an acid catalyst. The products possess very interesting organoleptic properties.

    摘要翻译： 2-（1-甲基 - 乙-1-烯-1-基） - ，2-（1-甲基 - 丙-1-烯-1-基） - ，2-（乙-1-烯-1-基） ） - 和2-（丙-1-烯-1-基）-4-甲基-2,3-二氢-6H-吡喃酮在侧链的2-位被羟甲基，酰氧基甲基，烷氧基羰基甲基，卤代甲基或甲酰基 。 通过在酸催化剂存在下，使3-甲基 - 丁-3-烯-1-醇与适当取代的不饱和醛反应得到新的4-甲基-2,3-二氢-6H-吡喃。 该产品具有非常有趣的感官特性。