5-bromo-9-isopropylidene-benzonorbornadiene | 942222-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-bromo-9-isopropylidene-benzonorbornadiene
• 英文别名: 5-bromo-9-isopropylidene-1,4-dihydro-1,4-methano-naphthalene；3-bromo-11-propan-2-ylidenetricyclo[6.2.1.02,7]undeca-2(7),3,5,9-tetraene
• CAS: 942222-16-4
• 化学式: C₁₄H₁₃Br
• 分子量: 261.161
• InChiKey: QCBORCCARPQZRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  6,6-二甲基-5-亚甲基-1,3-环戊二烯 在 异丙基氯化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.0h， 以66%的产率得到5-bromo-9-isopropylidene-benzonorbornadiene
  参考文献：
  名称：

  WO2007/68417

  摘要：

  公开号：

文献信息

• [EN] PROCESS FOR THE PREPARATION OF PYRAZOLE CARBOXYLIC ACID AMIDES<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'AMIDES D'ACIDE PYRAZOLECARBOXYLIQUE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2011131544A1

  公开（公告）日：2011-10-27

  The invention relates to a process for the preparation of a compound of formula (I), which process comprises a) reacting a compound of formula (II), wherein X is chloro or bromo, with an organometallic species to (III) reacting the halobenzyne of formula (III) so formed with (IV) wherein R1 and R2 are hydrogen or C1-C6alkyl; to (V), b) hydrogenating V in the presence of a metal catalyst to (VI), c) ozonising (VI) to (VII) d) converting (VII) in the presence of a phosphane and CCI4 or CHCI3 to (VIII) (VIII), and either e1 ) reacting VIII with NH3 in the presence of a catalyst to (IX) and f) reacting IX in the presence of a base with the compound of formula (X), to the compound of formula (I); or e2) reacting the compound of formula (VIII), in the presence of a solvent, a base, a copper catalyst and at least one ligand with (Xa), to the compound of formula (I).

  本发明涉及一种制备式(I)化合物的方法，该方法包括a)将式(II)化合物与有机金属物种反应，其中X为氯或溴，得到式(III)；b)在金属催化剂存在下，对V进行氢化得到式(VI)；c)将(VI)臭氧化为(VII)；d)在膦和CCI4或CHCI3存在下将(VII)转化为(VIII)，其中R1和R2为氢或C1-C6烷基；e1)在催化剂存在下，将VIII与NH3反应得到(IX)，并在碱存在下将IX与式(X)化合物反应，得到式(I)化合物；或e2)在溶剂、碱、铜催化剂和至少一种配体存在下，将式(VIII)与(Xa)反应，得到式(I)化合物。
• PROCESS FOR THE PREPARATION OF AMINES
  申请人：Tobler Hans

  公开号：US20090221856A1

  公开（公告）日：2009-09-03

  The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R 1 and R 2 are independently H or C 1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R 1 and R 2 have the meanings given for the compound of the formula (I), R 3 is H or C 1-4 alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R 1 , R 2 , R 3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R 3 )— from the benzylamino moiety PhCH(R 3 )NH— in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R 1 R 2 C— moiety to the 9-position of the benzonorbornene ring to single bonds. It also relates to processes for the preparation of the compounds (II) and (III) and their precursors and to the compounds (II) and (III) themselves and certain of their precursors, which are novel compounds. The compounds (I) are useful for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides.

  本发明涉及一种制备通式（I）化合物的新型方法，其中R1和R2独立地表示H或C1-6烷基，包括以下步骤：使用还原剂处理通式（II）化合物或通式（III）化合物，其中R1和R2具有通式（I）化合物中所给定的含义，R3为H或C1-4烷基，Ph为苯基，所述还原剂能够从通式（II）化合物或通式（III）化合物的苄基Ph-CH（R3）中切除苄基PhCH（R3）NH-，以留下氨基，并且在通式（III）化合物的情况下，还能够将2,3-双键和连接R1R2C-基团到苯并[2.2.1]环庚烯环的9位的双键还原为单键。本发明还涉及制备化合物（II）和（III）及其前体的方法，以及化合物（II）和（III）本身及其某些前体，这些是新型化合物。通式（I）化合物可用于制备各种杀真菌的杂环羧酸苯并[2.2.1]环庚烯-5-基酰胺。
• PROCESS FOR THE PREPARATION OF PYRAZOLE CARBOXYLIC ACID AMIDES
  申请人：Gribkov Denis

  公开号：US20130035495A1

  公开（公告）日：2013-02-07

  The invention relates to a process for the preparation of formula (I) which process comprises a) reacting a compound of formula (II), wherein X is chloro or bromo, with an organometallic species to (III), wherein X is chloro or bromo; reacting the halobenzyne with a fulvene (IV), to a compound of formula (V) wherein X is chloro or bromo; b) hydrogenating V in the presence of a suitable metal catalyst to a compound of formula (VI) wherein X is chloro or bromo; and either c1) reacting the compound of formula VI with NH3 in the presence of a catalyst comprising palladium and at least one ligand to the compound of formula (VII); and d) reacting the compound of formula VII in the presence of a base with a compound of formula (VIII), to the compound of formula I; or c2 reacting the compound of formula (VI) in the presence of a copper catalyst and a ligand with the compound of formula (VIIIa), to the compound of formula (I).

  本发明涉及一种制备式（I）的方法，该方法包括a）将式（II）的化合物与有机金属物种反应成式（III），其中X为氯或溴；将卤代苯与富烯（IV）反应成式（V），其中X为氯或溴；b）在适当的金属催化剂存在下氢化V成式（VI），其中X为氯或溴；并且c1）在钯和至少一种配体组成的催化剂存在下将式VI的化合物与NH3反应成式（VII）；并且d）在碱存在下将式VII的化合物与式（VIII）的化合物反应成式I；或者c2）在铜催化剂和配体存在下将式VI的化合物与式（VIIIa）的化合物反应成式I。
• Process for the preparation of pyrazole carboxylic acid amides
  申请人：Schleth Florian

  公开号：US08524915B2

  公开（公告）日：2013-09-03

  The invention relates to a process for the preparation of a compound of formula (I), which process comprises a) reacting a compound of formula (II), wherein X is chloro or bromo, with an organometallic species to (III) reacting the halobenzyne of formula (III) so formed with (IV) wherein R1 and R2 are hydrogen or C1-C6alkyl; to (V), b) hydrogenating V in the presence of a metal catalyst to (VI), c) ozonising (VI) to (VII) d) converting (VII) in the presence of a phosphane and CCI4 or CHCI3 to (VIII) (VIII), and either e1) reacting VIII with NH3 in the presence of a catalyst to (IX) and f) reacting IX in the presence of a base with the compound of formula (X), to the compound of formula (I); or e2) reacting the compound of formula (VIII), in the presence of a solvent, a base, a copper catalyst and at least one ligand with (Xa), to the compound of formula (I).

  本发明涉及一种制备式(I)化合物的方法，该方法包括a)将式(II)化合物与有机金属物种反应，其中X为氯或溴，得到式(III)；b)在金属催化剂存在下氢化V得到式(VI)；c)臭氧化(VI)得到式(VII)；d)在膦和CCI4或CHCI3存在下将(VII)转化为(VIII)；e1)在催化剂存在下将VIII与NH3反应得到式(IX)，然后在碱存在下将IX与式(X)化合物反应，得到式(I)化合物；或者e2)在溶剂、碱、铜催化剂和至少一种配体存在下，将式(VIII)与(Xa)反应得到式(I)化合物。
• Process for the preparation of amines
  申请人：Syngenta Participations AG

  公开号：EP2316813B1

  公开（公告）日：2013-04-03