3-(4-Methoxy-benzyl)-benzothiophen | 93021-79-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-(4-Methoxy-benzyl)-benzothiophen
• 英文别名: 3-(4-Methoxybenzyl)benzo[b]thiophene；3-[(4-methoxyphenyl)methyl]-1-benzothiophene
• CAS: 93021-79-5
• 化学式: C₁₆H₁₄OS
• 分子量: 254.353
• InChiKey: YFWIVZLVGKJVQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-Methoxy-benzyl)-benzothiophen 、 N,N-二甲基甲酰胺 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以61%的产率得到3-[(4-Methoxyphenyl)methyl]-1-benzothiophene-2-carbaldehyde
  参考文献：
  名称：

  [EN] NEW SUBSTITUTED BENZONAPHTHATHIOPHENE COMPOUNDS FOR ORGANIC ELECTRONICS
  [FR] NOUVEAUX COMPOSÉS BENZONAPHTATHIOPHÈNES SUBSTITUÉS POUR ÉLÉMENTS ÉLECTRONIQUES ORGANIQUES

  摘要：

  本发明提供了公式（1）（2）的化合物，其中R1和R2为C1-30烷基，C2-3O-烯基，C2-30炔基，C5-7环烷基，C6-14芳基或5至14个成员的杂芳基，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2O-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-2O-炔基，O-C1-20-烷基，O-C2-2O-烯基和O-C2-2O-炔基的一种或多种取代基所取代，Ra，Rb，Rc和Rd分别独立地在每次出现时从C1-30烷基，C2-30-烯基，C2-30-炔基，C6-14芳基和5至14个成员的杂芳基中选取，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O- C2-20-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-20-炔基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2o-炔基的一种或多种取代基所取代，n和o分别独立地为0、1、2、3、4或5，而m和p分别独立地为0、1、2或3，并且包括公式1或2的化合物的电子设备。

  公开号：

  WO2019076709A1
• 作为产物：
  描述：

  3-溴苯并噻吩 在 aluminum (III) chloride 、 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 3.5h， 生成 3-(4-Methoxy-benzyl)-benzothiophen
  参考文献：
  名称：

  [EN] NEW SUBSTITUTED BENZONAPHTHATHIOPHENE COMPOUNDS FOR ORGANIC ELECTRONICS
  [FR] NOUVEAUX COMPOSÉS BENZONAPHTATHIOPHÈNES SUBSTITUÉS POUR ÉLÉMENTS ÉLECTRONIQUES ORGANIQUES

  摘要：

  本发明提供了公式（1）（2）的化合物，其中R1和R2为C1-30烷基，C2-3O-烯基，C2-30炔基，C5-7环烷基，C6-14芳基或5至14个成员的杂芳基，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2O-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-2O-炔基，O-C1-20-烷基，O-C2-2O-烯基和O-C2-2O-炔基的一种或多种取代基所取代，Ra，Rb，Rc和Rd分别独立地在每次出现时从C1-30烷基，C2-30-烯基，C2-30-炔基，C6-14芳基和5至14个成员的杂芳基中选取，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O- C2-20-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-20-炔基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2o-炔基的一种或多种取代基所取代，n和o分别独立地为0、1、2、3、4或5，而m和p分别独立地为0、1、2或3，并且包括公式1或2的化合物的电子设备。

  公开号：

  WO2019076709A1

文献信息

• Substituted benzonaphthathiophene compounds for organic electronics
  申请人：Clap Co., Ltd.

  公开号：US11355715B2

  公开（公告）日：2022-06-07

  The present invention provides compounds of formulae (1) (2) wherein R1 and R2 are C1-30alkyl, C2-3O-alkenyl, C2-30-alkynyl, C5-7-cycloalkyl, C6-14-aryl or 5 to 14 membered heteroaryl, wherein C1-30-alkyl, C2-3O-alkenyl and C2-3O-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O—C1-20-alkyl, O—C2-20-alkenyl and O—C2-2O-alkynyl, and wherein C5-7-cycloalkyl, C6-14-aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C1-20alkyl, C2-2O-alkenyl, C2-2O-alkynyl, O—C1-20-alkyl, O—C2-2o-alkenyl and O—C2-2o-alkynyl, Ra, Rb, Rc and Rd are independently and at each occurrence selected from the group consisting of C1-30alkyl, C2-30-alkenyl, C2-30-alkynyl, C6-14-aryl and 5 to 14 membered heteroaryl, wherein C1-30-alkyl, C2-3o-alkenyl and C2-3o-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O—C1-20-alkyl, O—C2-20-alkenyl and O—C2-20-alkynyl, and wherein C5-7-cycloalkyl, C6-14-aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C1-20alkyl, C2-2o-alkenyl, C2-20-alkynyl, O—C1-20-alkyl, O—C2-20-alkenyl and O—C2-2o-alkynyl, n and o are independently 0, 1, 2, 3, 4 or 5, and m and p are independently 0, 1, 2 or 3, and to electronic device comprising the compounds of formulae 1 or 2.

  本发明提供了式(1)(2)化合物，其中 R1 和 R2 是 C1-30-烷基、C2-3O-烯基、C2-30-炔基、C5-7-环烷基、C6-14-芳基或 5 至 14 个成员的杂芳基，其中 C1-30-烷基、C2-3O-烯基和 C2-3O-炔基可以被一个或多个选自卤素、苯基、O-C1-20-烷基、O-C2-20-烯基和 O-C2-2O-alkynyl 组成的组的取代基取代、其中，C5-7-环烷基、C6-14-芳基和 5-14 位杂芳基可被一个或多个选自卤素、C1-20-烷基、C2-2O-烯基、C2-2O-炔基、O-C1-20-烷基、O-C2-2-烯基和 O-C2-2-炔基组成的组的取代基取代、C2-30-烯基、C2-30-炔基、C6-14-芳基和 5-14 位杂芳基组成的组，其中 C1-30- 烷基、C2-3-烯基和 C2-3o- 烷炔基可被一个或多个选自卤素、苯基、O-C1-20-烷基、O-C2-20-烯基和 O-C2-20-炔基组成的组的取代基取代，且其中 C5-7-Cycloalkyl、C1-20-烷基、C2-2-烯基、C2-20-炔基、O-C1-20-烷基、O-C2-20-烯基和 O-C2-2-炔基组成的组中，n 和 o 独立地为 0、1、2、3、4 或 5，m 和 p 独立地为 0、1、2 或 3。
• The Stabilized Cation Pool Method: Metal- and Oxidant-Free Benzylic C–H/Aromatic C–H Cross-Coupling
  作者：Ryutaro Hayashi、Akihiro Shimizu、Jun-ichi Yoshida

  DOI：10.1021/jacs.6b05273

  日期：2016.7.13

  Electrochemical oxidation of toluene derivatives in the presence of a sulfilimine gave benzylaminosulfonium ions as stabilized benzyl cation pools, which reacted with subsequently added aromatic nucleophiles to give the corresponding cross-coupling products. The transformation serves as a powerful metal- and chemical-oxidant-free method for benzylic C-H/aromatic C-H cross-coupling. The method has been successfully applied to synthesis of TP27, an inhibitor of PTPase.
• NEW SUBSTITUTED BENZONAPHTHATHIOPHENE COMPOUNDS FOR ORGANIC ELECTRONICS
  申请人：Clap Co., Ltd.

  公开号：US20200343458A1

  公开（公告）日：2020-10-29

  The present invention provides compounds of formulae (1) (2) wherein R 1 and R 2 are C 1-30 alkyl, C 2-3 O-alkenyl, C 2-30 -alkynyl, C 5-7 -cycloalkyl, C 6-14 -aryl or 5 to 14 membered heteroaryl, wherein C 1-30 -alkyl, C 2-3 O-alkenyl and C 2-3 O-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O—C 1-20 -alkyl, O—C 2-20 -alkenyl and O—C 2-2 O-alkynyl, and wherein C 5-7 -cycloalkyl, C 6-14 -aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C 1-20 alkyl, C 2-2 O-alkenyl, C 2-2 O-alkynyl, O—C 1-20 -alkyl, O—C 2-2 o-alkenyl and O—C 2-2 o-alkynyl, R a , R b , R c and R d are independently and at each occurrence selected from the group consisting of C 1-30 alkyl, C 2-30 -alkenyl, C 2-30 -alkynyl, C 6-14 -aryl and 5 to 14 membered heteroaryl, wherein C 1-30 -alkyl, C 2-3 o-alkenyl and C 2-3 o-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O—C 1-20 -alkyl, O—C 2-20 -alkenyl and O—C 2-20 -alkynyl, and wherein C 5-7 -cycloalkyl, C 6-14 -aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C 1-20 alkyl, C 2-2 o-alkenyl, C 2-2 0-alkynyl, O—C 1-20 -alkyl, O—C 2-20 -alkenyl and O—C 2-2 o-alkynyl, n and o are independently 0, 1, 2, 3, 4 or 5, and m and p are independently 0, 1, 2 or 3, and to electronic device comprising the compounds of formulae 1 or 2.
• [EN] NEW SUBSTITUTED BENZONAPHTHATHIOPHENE COMPOUNDS FOR ORGANIC ELECTRONICS<br/>[FR] NOUVEAUX COMPOSÉS BENZONAPHTATHIOPHÈNES SUBSTITUÉS POUR ÉLÉMENTS ÉLECTRONIQUES ORGANIQUES
  申请人：BASF SE

  公开号：WO2019076709A1

  公开（公告）日：2019-04-25

  The present invention provides compounds of formulae (1) (2) wherein R1and R2are C1-30alkyl, C2-3O-alkenyl, C2-30-alkynyl, C5-7-cycloalkyl, C6-14-aryl or 5 to 14 membered heteroaryl, wherein C1-30-alkyl, C2-3O-alkenyl and C2-3O-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O-C1-20-alkyl, O-C2-20-alkenyl and O- C2-2O-alkynyl, and wherein C5-7-cycloalkyl, C6-14-aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C1-20alkyl, C2-2O-alkenyl, C2-2O-alkynyl, O-C1-20-alkyl, O-C2-2o-alkenyl and O-C2-2o-alkynyl, Ra, Rb, Rcand Rdare independently and at each occurrence selected from the group consisting of C1-30alkyl, C2-30-alkenyl, C2-30-alkynyl, C6-14-aryl and 5 to 14 membered heteroaryl, wherein C1-30-alkyl, C2-3o-alkenyl and C2-3o-alkynyl can be substituted with one or more substituents selected from the group consisting of halogen, phenyl, O-C1-20-alkyl, O-C2-20-alkenyl and O- C2-20-alkynyl, and wherein C5-7-cycloalkyl, C6-14-aryl and 5 to 14 membered heteroaryl can be substituted with one or more substituents selected from the group consisting of halogen, C1-20alkyl, C2-2o-alkenyl, C2-20-alkynyl, O-C1-20-alkyl, O-C2-20-alkenyl and O-C2-2o-alkynyl, n and o are independently 0, 1, 2, 3, 4 or 5, and m and p are independently 0, 1, 2 or 3, and to electronic device comprising the compounds of formulae 1 or 2.

  本发明提供了公式（1）（2）的化合物，其中R1和R2为C1-30烷基，C2-3O-烯基，C2-30炔基，C5-7环烷基，C6-14芳基或5至14个成员的杂芳基，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2O-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-2O-炔基，O-C1-20-烷基，O-C2-2O-烯基和O-C2-2O-炔基的一种或多种取代基所取代，Ra，Rb，Rc和Rd分别独立地在每次出现时从C1-30烷基，C2-30-烯基，C2-30-炔基，C6-14芳基和5至14个成员的杂芳基中选取，其中C1-30烷基，C2-3O-烯基和C2-3O-炔基可以被选自卤素，苯基，O-C1-20-烷基，O-C2-20-烯基和O- C2-20-炔基的一种或多种取代基所取代，而C5-7环烷基，C6-14芳基和5至14个成员的杂芳基可以被选自卤素，C1-20烷基，C2-2O-烯基，C2-20-炔基，O-C1-20-烷基，O-C2-20-烯基和O-C2-2o-炔基的一种或多种取代基所取代，n和o分别独立地为0、1、2、3、4或5，而m和p分别独立地为0、1、2或3，并且包括公式1或2的化合物的电子设备。