ethyl 2-benzyl-3,3,3-trifluoro-2-hydroxypropanoate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-benzyl-3,3,3-trifluoro-2-hydroxypropanoate
• 英文别名: 2-Hydroxy-2-benzyl-3,3,3-trifluoropropanoic acid ethyl ester
• 化学式: C₁₂H₁₃F₃O₃
• 分子量: 262.229
• InChiKey: BJXKKISAZJVSJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-benzyl-3,3,3-trifluoro-2-hydroxypropanoate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以98%的产率得到2-hydroxy-3-phenyl-2-trifluoromethylpropionic acid
  参考文献：
  名称：

  Catalytic aerobic oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones

  摘要：

  The oxidative decarboxylation of alpha-trifluoromethyl-alpha-hydroxy acids to trifluoromethyl ketones is carried out under mild catalytic aerobic conditions using a cobalt(Ill) complex in the presence of pivalaldehyde. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00947-x
• 作为产物：
  描述：

  3,3,3-三氟丙酮酸乙酯 、 苄基氯化镁 以 四氢呋喃 为溶剂， 反应 1.0h， 以94%的产率得到ethyl 2-benzyl-3,3,3-trifluoro-2-hydroxypropanoate
  参考文献：
  名称：

  Catalytic aerobic oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones

  摘要：

  The oxidative decarboxylation of alpha-trifluoromethyl-alpha-hydroxy acids to trifluoromethyl ketones is carried out under mild catalytic aerobic conditions using a cobalt(Ill) complex in the presence of pivalaldehyde. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00947-x

文献信息

• PROCESS FOR PRODUCING -TRIFLUOROMETHYL- , -UNSATURATED ESTER
  申请人：Central Glass Company, Limited

  公开号：EP2332902A1

  公开（公告）日：2011-06-15

  An α-trifluoromethyl-α,β-unsaturated ester can be produced by reacting an α-trifluoromethyl-α-hydroxy ester with sulfuryl fluoride (SO2F2) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one β-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other β-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.

  α-三氟甲基-α，β-不饱和酯可以通过α-三氟甲基-α-羟基酯与氟化硫（SO2F2）在有机碱存在下反应制得。原料基质的一个 β 位取代基最好是氢原子，另一个 β 位取代基最好是烷基、取代烷基、烯基、取代烯基、芳环基或取代芳环基。原底物的酯基最好是烷基酯。这种原料底物很容易获得。此外，使用这种原料底物可以使所需反应顺利进行。此外，最好使用 1,5-二氮杂双环[4.3.0]壬-5-烯（DBN）或 1,8-二氮杂双环[5.4.0]十一-7-烯（DBU）作为有机碱。使用这种有机碱可以更顺利地进行所需的反应。
• PROCESS FOR PRODUCING ALPHA-TRIFLUOROMETHYL-ALPHA,BETA-UNSATURATED ESTER
  申请人：Central Glass Company, Limited

  公开号：EP2332902B1

  公开（公告）日：2014-07-23
• Process for Producing alpha-Trifluoromethyl-alpha,beta-Unsaturated Ester
  申请人：Ishii Akihiro

  公开号：US20110160477A1

  公开（公告）日：2011-06-30

  An α-trifluoromethyl-α,β-unsaturated ester can be produced by reacting an α-trifluoromethyl-α-hydroxy ester with sulfuryl fluoride (SO 2 F 2 ) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one β-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other β-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.
• US8653295B2
  申请人：——

  公开号：US8653295B2

  公开（公告）日：2014-02-18
• Catalytic aerobic oxidative decarboxylation of α-trifluoromethyl-α-hydroxy acids to trifluoromethyl ketones
  作者：Gonzalo Blay、Isabel Fernández、Alicia Marco-Aleixandre、Belén Monje、José R Pedro、Rafael Ruiz

  DOI：10.1016/s0040-4020(02)00947-x

  日期：2002.10

  The oxidative decarboxylation of alpha-trifluoromethyl-alpha-hydroxy acids to trifluoromethyl ketones is carried out under mild catalytic aerobic conditions using a cobalt(Ill) complex in the presence of pivalaldehyde. (C) 2002 Elsevier Science Ltd. All rights reserved.