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    3,4,-dihydro-2H-pyrans
    1.
    发明授权
    3,4,-dihydro-2H-pyrans 失效
    3,4， - 二氢-2H-吡喃

    公开(公告)号：US4845247A

    公开(公告)日：1989-07-04

    申请号：US76612

    申请日：1987-07-23

    申请人： Wolfgang Spiegler ,  Norbert Goetz ,  Manfred Sauerwald ,  Toni Dockner ,  Rolf Fischer

    发明人： Wolfgang Spiegler ,  Norbert Goetz ,  Manfred Sauerwald ,  Toni Dockner ,  Rolf Fischer

    IPC分类号： C07D309/22 ,  C07D309/28 ,  C07D309/32

    CPC分类号： C07D309/32 ,  C07D309/22 ,  C07D309/28

    摘要： 3,4-dihydro-2H-pyrans I ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.6 -alkyl and R.sup.3 is not C.sub.2 -C.sub.4 -alkyl when A is COOR.sup.5 and A is COOR.sup.5, .dbd.CHOR.sup.5, in which R.sup.5 is C.sub.1 -C.sub.4 -alkyl, or CH.sub.2 OR.sup.6, in which R.sup.6 is C.sub.1 -C.sub.4 -alkyl or is benzyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, or is formyl, C.sub.2 -C.sub.4 -alkylcarbonyl or benzoyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, alkoxy or halogen, are prepared by eliminating an alcohol from a 2-alkoxytetrahydropyran II ##STR2## where R.sup.7 is C.sub.1 -C.sub.18 -alkyl and A' is COOR.sup.5, CH(OR.sup.5).sub.2 or CH.sub.2 OR.sup.6, in which R.sup.5 and R.sup.6 have the meanings stated for I, the elimination being carried out by passing II, in the liquid or gaseous state, into a high boiling mineral oil at above the boiling point of the resulting dihydropyran I, removing I in gaseous form, replenishisng the high boiling mineral oil when it becomes enriched with byproducts, and removing the said mineral oil enriched with byproducts.

    摘要翻译： 3,4-二氢-2H-吡喃酮其中R 1，R 2，R 3和R 4各自是H或C 1 -C 6烷基，当A是COOR 5 + L时，R 3不是C 2 -C 4 - 烷基，A是 COOR 5 = CHOR 5，其中R 5是C 1 -C 4 - 烷基或CH 2 OR 6，其中R 6是C 1 -C 4烷基或是未被取代或被C 1 -C 4 - 烷基，烷氧基或卤素取代的苄基，或是甲酰基， 未取代或被C 1 -C 4 - 烷基，烷氧基或卤素取代的C 2 -C 4 - 烷基羰基或苯甲酰基通过从2-烷氧基四氢吡喃II中除去醇来制备，其中R 7是C 1 -C 18烷基和A' 是COOR 5，CH（OR 5）2或CH 2 OR 6，其中R 5和R 6具有I所述的含义，通过使II在液体或气态下进行的消除在高于沸点的高沸点矿物油中进行 的所得二氢吡喃I，除去气体形式的I，当富含副产物时补充高沸点矿物油，并除去富含副产物的所述矿物油。

    Preparation of 4-formyltetrahydropyrans
    5.
    发明授权
    Preparation of 4-formyltetrahydropyrans 失效
    4-甲酰基四氢吡喃的制备

    公开(公告)号：US4824973A

    公开(公告)日：1989-04-25

    申请号：US89752

    申请日：1987-08-26

    申请人： Wolfgang Spiegler ,  Wolfgang Hoelderich ,  Norbert Goetz ,  Leopold Hupfer ,  Jochen Wild

    发明人： Wolfgang Spiegler ,  Wolfgang Hoelderich ,  Norbert Goetz ,  Leopold Hupfer ,  Jochen Wild

    IPC分类号： A01N43/18 ,  B01J29/40 ,  B01J29/70 ,  B01J29/83 ,  B01J29/85 ,  B01J29/86 ,  C07D309/06 ,  C07D405/04 ,  C07D407/04 ,  C07D409/04 ,  C07D333/22

    CPC分类号： C07D309/06 ,  Y02P20/582

    摘要： 4-Formyltetrahydropyrans of the general formula I ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.12 -alkenyl, C.sub.1 -C.sub.6 -alkoxy-substituted C.sub.1 -C.sub.12 -alkyl, C.sub.4 -C.sub.12 -cycloalkyl, unsubstituted or substituted aryl, hetaryl or aralkyl, or an unsubstituted or substituted, saturated or unsaturated 5-membered or 6-membered ring which may be interrupted by N, O or S, are prepared by a process in which a pyran derivative of the general formula II ##STR2## where R.sup.1 is as defined above, R.sup.2 and R.sup.3 are each OH or together are an oxygen atom and thus form an oxirane ring, and R.sup.4 is hydrogen where R.sup.2 and R.sup.3 are each OH, and is hydrogen or tert-butoxycarbonyl where R.sup.2 and R.sup.3 together are an oxygen atom, is treated at elevated temperatures with a catalyst selected from the group consisting of zeolites, phosphates, boric acid on a carrier and silica or mixtures of these. Novel 4-formyltetrahydropyrans are also proposed.

    摘要翻译： 其中R 1是氢，C 1 -C 12烷基，C 2 -C 12链烯基，C 1 -C 6烷氧基取代的C 1 -C 12烷基，C 4 -C 12环烷基，C 1 -C 12 - 烷基， 未取代或取代的芳基，杂芳基或芳烷基，或可被N，O或S中断的未取代或取代的饱和或不饱和的5元或6元环，是通过一般方法制备的， 式II其中R 1如上所定义，R 2和R 3各自为OH或一起为氧原子，因此形成环氧乙烷环，并且R 4为氢，其中R 2和R 3各自为OH并且为氢或 叔丁氧基羰基，其中R 2和R 3一起是氧原子，在高温下用选自沸石，磷酸盐，载体上的硼酸和二氧化硅或它们的混合物的催化剂进行处理。 还提出了新的4-甲酰基四氢吡喃。

    Preparation of 3-(2-acyloxyethyl)-dihydro-2(3H)furanones
    7.
    发明授权
    Preparation of 3-(2-acyloxyethyl)-dihydro-2(3H)furanones 失效
    3-（2-酰氧基乙基） - 二氢-2（3H）呋喃酮的制备

    公开(公告)号：US5466831A

    公开(公告)日：1995-11-14

    申请号：US99232

    申请日：1993-07-29

    申请人： Werner Schnurr ,  Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner

    发明人： Werner Schnurr ,  Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner

    IPC分类号： C07D307/33 ,  C07D307/12

    CPC分类号： C07D307/33

    摘要： A process for the preparation of 3-(2'-acyloxyethyl)-dihydro-2(3H)furanones of the general formula I ##STR1## in which R.sup.1 denotes C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 aralkyl, or C.sub.7 -C.sub.12 alkylaryl, in which a 3-(2'-oxyethyl)-dihydro-2(3H)furanone of the general formula II ##STR2## in which R.sup.2 denotes C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.12 aralkyl, or C.sub.7 -C.sub.12 alkylaryl is caused to react with a carboxylic acid, a carboxylic anhydride, and/or an acyl halide in the presence of an acid catalyst at temperatures of from 50.degree. to 250.degree. C. and pressures of from 0.1 to 100 bar.

    摘要翻译： 制备通式I，C5-C8环烷基，芳基，C7-C12芳烷基或C7-C12烷基芳基的3-（2'-酰氧基乙基） - 二氢-2（3H）呋喃酮的方法，其中3 - （2'-氧乙基） - 二氢-2（3H）呋喃酮，其中R 2表示C 1 -C 12烷基，C 5 -C 8环烷基，芳基，C 7 -C 12芳烷基或C 7 -C 12芳烷基， C12烷基芳基在酸催化剂存在下，在50-250℃，压力为0.1-100巴的条件下，与羧酸，羧酸酐和/或酰卤反应。

    Preparation of tetrahydropyran-4-carboxylic acid and esters thereof
    8.
    发明授权
    Preparation of tetrahydropyran-4-carboxylic acid and esters thereof 失效
    四氢吡喃-4-羧酸及其酯的制备

    公开(公告)号：US5371246A

    公开(公告)日：1994-12-06

    申请号：US110219

    申请日：1993-08-23

    申请人： Dirk Borchers ,  Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner ,  Werner Schnurr

    发明人： Dirk Borchers ,  Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner ,  Werner Schnurr

    IPC分类号： B01J21/04 ,  C07B61/00 ,  C07D309/08 ,  C07D309/06

    CPC分类号： C07D309/08

    摘要： A process for the preparation of tetrahydropyran-4-carboxylic acid and esters thereof of the general formula I ##STR1## in which R.sup.1 denotes hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.8 cycloalkyl, or aryl by the reaction of a dihydro-2(3H)furanone of the general formula II ##STR2## in which R.sup.2 denotes hydrogen, C.sub.1 -C.sub.6 alkyl, or --CO--R.sup.3 andR.sup.3 denotes hydrogen or C.sub.1 -C.sub.6 alkyl, with water or an alcohol of the general formula IIIR.sup.1 --OH (III),in whichR.sup.1 has the aforementioned meaning,at temperatures ranging from 200.degree. to 350.degree. C. in the presence of a heterogenous acid catalyst, in which use is made of a fixed heterogenous acid catalyst.

    摘要翻译： 制备通式I的四氢吡喃-4-羧酸及其酯的方法，其中R 1表示氢，C 1 -C 6烷基，C 5 -C 8环烷基或芳基，其中二氢 -2（3H）呋喃酮，其中R 2表示氢，C 1 -C 6烷基或-CO-R 3，R 3表示氢或C 1 -C 6烷基，其中R 2表示氢或C 1 -C 6烷基， 在异种酸催化剂的存在下，在200〜350℃的温度范围内，通式III的R1-OH（Ⅲ），其中R 1具有上述含义，其中使用固定的异种酸催化剂。

    Purification of esters of tetrahydro-pyran-4-carboxylic acid
    10.
    发明授权
    Purification of esters of tetrahydro-pyran-4-carboxylic acid 失效
    四氢 - 吡喃-4-羧酸酯的纯化

    公开(公告)号：US5414097A

    公开(公告)日：1995-05-09

    申请号：US185179

    申请日：1994-01-24

    申请人： Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner ,  Harald Rust ,  Werner Schnurr

    发明人： Rolf Fischer ,  Norbert Goetz ,  Thomas Kuekenhoehner ,  Harald Rust ,  Werner Schnurr

    IPC分类号： C07D309/08

    CPC分类号： C07D309/08

    摘要： A process for purifying esters of tetrahydropyran-4-carboxylic acid of the formula I ##STR1## where R.sup.1 to R.sup.3 are each C.sub.1 -C.sub.4 -alkyl, and R.sup.2 and R.sup.3 are each additionally hydrogen, from mixtures produced in the reaction of butyrolactones of the formula II ##STR2## where R.sup.2 and R.sup.3 have the abovementioned meanings, and R.sup.4 is hydrogen, alkyl of 1-6 carbons or acyl of the formula --CO--R.sup.2, with alcohols of the formula R.sup.1 OH in the presence of oxide catalysts, by distillation, which entailsa) removing overhead, in a first column with 5-25 theoretical plates with a distillate pressure of 700-1100 mbar and a distillate temperature of 50.degree.-80.degree. C., an alcohol and up to 10% of the water,b) transferring the bottom product from the first column into a second column with 18-40 theoretical plates, into which a water entrainer is metered between plates 15 and 30, and is circulated, and which operates with a distillate pressure of 35-350 mbar and a distillate temperature of 18.degree.-70.degree. C., with the esters of tetrahydropyran-4-carboxylic acid being removed between plates 8 and 18 at 90.degree.-150.degree. C., and, where appropriate,c) feeding the bottom product from the second column into a third column with 5-25 theoretical plates, and returning the overhead products at a distillate pressure of 1-100 mbar and a distillate temperature of 90.degree.-140.degree. C. to the synthesis of the esters of tetrahydropyran-4-carboxylic acid.

    摘要翻译： 用于纯化式I的四氢吡喃-4-羧酸的酯的方法，其中R 1至R 3各自为C 1 -C 4 - 烷基，R 2和R 3各自为氢， 其中R 2和R 3具有上述含义，R 4是氢，1-6个碳的烷基或式-CO-R 2的酰基，其中式R 1 OH的醇在存在下 氧化物催化剂，通过蒸馏，其需要a）在具有5-25理论塔板的第一塔中，馏出物压力为700-1100毫巴，馏出物温度为50-80℃，醇和升高 至10％的水，b）将底部产物从第一塔转移到具有18-40理论塔板的第二塔中，其中在15和30之间计量水夹带剂，并循环，并且其以 馏出液压力为35-350毫巴，馏出物温度为18-70℃， 其中四氢吡喃-4-羧酸的酯在90℃-150℃下在板8和18之间除去，并且在适当的情况下，c）将底部产物从第二塔进料到具有5-25理论值的第三塔 将塔顶馏出物返回到馏出物压力为1-100毫巴，馏出液温度为90-140℃，以合成四氢吡喃-4-羧酸酯。