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    • 7. 发明申请
    • METHOD FOR PRODUCING A CROSS-COUPLING PRODUCT OF A BENZENOID DIAZONIUM SALT
    • US20130053598A1
    • 2013-02-28
    • US13265736
    • 2010-04-22
    • Nicolas BoegeAndreas KreiplBernd SchmidtFrank HoelterRené Berger
    • Nicolas BoegeAndreas KreiplBernd SchmidtFrank HoelterRené Berger
    • C07C67/293C07C37/11C07C41/48C07C67/343C07C201/12
    • C07C37/11C07C37/14C07C41/48C07C45/511C07C245/20Y02P20/55C07C39/15C07C39/19C07C47/27C07C43/307C07C43/315
    • The invention relates to a method for producing a cross-coupling product of a benzenoid dizonium salt according to the general formula (I), wherein the groups R1, R2, R3, R4, and R5 represent hydrogen, halogen, an alkyl, alkenyl, aryl, alkoxy, aryloxy, nitro, cyano, hydroxy, acetyl, and/or diazo groups independently of each, and X represents BF4, Cl, F, SO3CH3, CO2CH3, PF6, ClO2CH3, or CIO4, comprising the following steps: (a) providing a benzenoid amide, which with the exception of the diazo function has the same substituents R1, R2, R3, R4, and R5 as the benzenoid diazonium salt of the general formula (I), and hydrolytically cleaving the amide to form an amine or providing a corresponding amine, (b) diazotizing the amine thus obtained or provided with a nitrite, and (c) subsequently reacting the benzenoid diazonium salt with a coupling partner in the presence of a catalyst to form a cross-coupling product, wherein the coupling parter is represented by the general formula (II), R6, R7, and R8 are the same or different and represent hydrogen, carboxyalkyl groups, carboxyaryl groups, alkyl groups, aryl groups, alkoxy groups, aryloxy groups, wherein the groups can each contain Si, N, S, O, and or halogen atoms, or R6 and R7 with the double bound form an aromatic ring, which can be provided with R8 and one to four further substituents, independently of each other, selected from the group comprising a straight-chain or branched (C1-C6) alkyl group, a (C3-C7) cycloalkyl group, a straight-chain or branched (C1-C6) alkenyl group, a straight-chain or branched (C1-C6) alkyoxy group, halogen, the hydroxy group, an amino, di(C1-C6) alkylamino, nitro, acetyl, cyan, benzyl, 4-methoxybenzyl, 4-nitrobenzyl, phenyl, and 4-methoxyphenyl group and represents Y=H, —B(OR)2, —SnR3, —ZnR, —SiR3, or Mg (halogen), and wherein at least the steps (b) and (c) are performed without intermediate isolation of an intermediate product. According to said method, cross-couplings can be performed more simply and with improved yield without the hydroxyl group in aromatic reactants containing hydroxyl groups having to be provided with a protective group.
    • 8. 发明授权
    • Processes for the preparation of fluorinated acyl fluorides and fluorinated vinyl ethers
    • 氟化氟化物和氟化乙烯基醚的制备方法
    • US06919480B2
    • 2005-07-19
    • US10727610
    • 2003-12-05
    • Takashi OkazoeKunio WatanabeMasahiro ItoDaisuke ShirakawaShin Tatematsu
    • Takashi OkazoeKunio WatanabeMasahiro ItoDaisuke ShirakawaShin Tatematsu
    • C07C41/48C07C43/313C07C51/58C07D317/42C08F16/24C08F24/00C07C51/62
    • C08F24/00C07C41/48C07C51/58C07D317/42C08F16/24C07C59/135C07C43/313
    • The present invention provides novel processes for preparing a fluorinated acyl fluoride and a fluorinated vinyl ether.Namely, it provides a process for preparing a fluorinated acyl fluoride (3), which comprises reacting a compound (1) having a fluorine content of 30 mass % or above with fluorine in a liquid phase to form a compound (2) and then dissociating the ester bond in the compound (2), and a process for preparing a fluorinated vinyl ether (10), which comprises pyrolyzing the fluorinated acyl fluoride: wherein RA and RB are alkyl groups or the like, or the combination RA and RB is an ethereal oxygen-containing alkylene group or the like, RC and RD are perfluoro(ethereal oxygen-containing alkyl) groups or the like, or the combination of RC and RD is a perfluoro(ethereal oxygen-containing alkylene) group or the like, X1, X2, X3, X4, X5 and X6 are hydrogen atoms, fluorine atoms or the like, RAF, RBF, RCF and RDF are groups derived respectively from RA, RB, RC and RD by replacing substantially all of the hydrogen atoms by fluorine atoms.
    • 本发明提供了制备氟化酰氟和氟化乙烯基醚的新方法。 即,提供一种制备氟化酰基氟(3)的方法,其包括使氟含量为30质量%以上的化合物(1)与氟在液相中反应以形成化合物(2),然后解离 化合物(2)中的酯键和制备氟化乙烯基醚(10)的方法,其包括热解氟化酰基氟:其中R A A和R B B >是烷基等,或者组合R A和B B是含醚的含氧亚烷基等,R 0 C >和R“D”是全氟(醚类含氧烷基)基团等,或者R 0和R D 2的组合是 全氟(醚性亚烷基)亚烷基等,X 1,X 2,X 3,X 4, SUP>,X 5和X 6是氢原子,氟原子等,R AF,BF,BF >,R< CF>和R> DF 是分别由R A,R B,R C和R D D衍生的基团, 用氟原子代替基本上所有的氢原子。