(E)-1,1,1-Trichloro-4-methoxy-oct-3-en-2-one | 233272-57-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-1,1,1-Trichloro-4-methoxy-oct-3-en-2-one
• 英文别名: (E)-1,1,1-trichloro-4-methoxyoct-3-en-2-one
• CAS: 233272-57-6
• 化学式: C₉H₁₃Cl₃O₂
• 分子量: 259.56
• InChiKey: LVDXTIGDGOHCHD-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1,1,1-Trichloro-4-methoxy-oct-3-en-2-one 在 吡啶 、 盐酸羟胺 作用下， 以 甲苯 为溶剂， 反应 0.1h， 以85%的产率得到3-butyl-5-trichloromethyl-4,5-dihydro-isoxazol-5-ol
  参考文献：
  名称：

  Microwave assisted synthesis of 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles

  摘要：

  A series of 13 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles have been synthesized in 78-96% yield by environmentally benign microwave induced techniques involving the cyclocondensation of 4-alkoxy-1,1,1-trichloro-3-alken-2-ones [CCl3C(O)C(R-2)=C(R-1)OR, where R-2=H, alkyl; R-1=H, alkyl, aryl and R=H, alkyl] with hydroxylamine using toluene as solvent. The advantages obtained by the use of microwave irradiation in relation to a classical method were demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01555-1
• 作为产物：
  描述：

  2,2-二甲氧基己烷 、 三氯乙酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以90%的产率得到(E)-1,1,1-Trichloro-4-methoxy-oct-3-en-2-one
  参考文献：
  名称：

  Regiospecific acylation of acetals. A convenient method to obtain β-methoxyvinyl trichloromethyl ketones

  摘要：

  The regiochemistry of the acylation of enol ethers, generated in situ, from acetals of unsymmetrical ketones is reported. These results demonstrate a convenient one-pot method to obtain a series of beta-methoxyvinyl trichloromethyl ketones [CCl3COCH=C(OMe)R, where R=Et, n-Bu, i-Pr, (CH2)(2)C(OMe)=CHC(O)CCl3 and (CH2)(5)CO2CH3)] in high yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00672-3

文献信息

• A Convenient Synthesis of 5- and 6-Substituted 2-Phenyl-3<i>H</i>-pyrimidin-4-ones
  作者：Nilo Zanatta、Leonardo Fantinel、Rogério Lourega、Helio Bonacorso、Marcos Martins

  DOI：10.1055/s-2008-1032032

  日期：2008.2

  A simple and convenient one-pot procedure for the synthesis of 5- and 6-substituted 2-phenyl-3 H-pyrimidin-4-ones by the condensation of 4-alkoxy-1,1,1-trichloroalk-3-en-2-ones with benz-amidine hydrochloride is described.

  通过 4-alkoxy-1,1,1-trichloroalk-3-en- 缩合合成 5-和 6-取代的 2-苯基-3 H-嘧啶-4-酮的简单方便的一锅法描述了与苯甲脒盐酸盐的 2-ones。
• Microwave assisted synthesis of 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles
  作者：Marcos A.P Martins、Paulo Beck、Wilson Cunico、Claudio M.P Pereira、Adilson P Sinhorin、Rogério F Blanco、Rodrigo Peres、Helio G Bonacorso、Nilo Zanatta

  DOI：10.1016/s0040-4039(02)01555-1

  日期：2002.9

  A series of 13 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles have been synthesized in 78-96% yield by environmentally benign microwave induced techniques involving the cyclocondensation of 4-alkoxy-1,1,1-trichloro-3-alken-2-ones [CCl3C(O)C(R-2)=C(R-1)OR, where R-2=H, alkyl; R-1=H, alkyl, aryl and R=H, alkyl] with hydroxylamine using toluene as solvent. The advantages obtained by the use of microwave irradiation in relation to a classical method were demonstrated. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Regiospecific acylation of acetals. A convenient method to obtain β-methoxyvinyl trichloromethyl ketones
  作者：Marcos A.P. Martins、Giovani P. Bastos、Helio G. Bonacorso、Nilo Zanatta、Alex F.C. Flores、Geonir M. Siqueira

  DOI：10.1016/s0040-4039(99)00672-3

  日期：1999.6

  The regiochemistry of the acylation of enol ethers, generated in situ, from acetals of unsymmetrical ketones is reported. These results demonstrate a convenient one-pot method to obtain a series of beta-methoxyvinyl trichloromethyl ketones [CCl3COCH=C(OMe)R, where R=Et, n-Bu, i-Pr, (CH2)(2)C(OMe)=CHC(O)CCl3 and (CH2)(5)CO2CH3)] in high yields. (C) 1999 Elsevier Science Ltd. All rights reserved.