3-Chloro-1-(2,4-difluoro-phenyl)-2-methyl-propan-1-one | 72216-03-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Chloro-1-(2,4-difluoro-phenyl)-2-methyl-propan-1-one
• 英文别名: 3-Chloro-1-(2,4-difluorophenyl)-2-methylpropan-1-one
• CAS: 72216-03-6
• 化学式: C₁₀H₉ClF₂O
• 分子量: 218.631
• InChiKey: ZKNZRYRQSIEHPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4-二氟苯基环丙基甲基酮 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 3-Chloro-1-(2,4-difluoro-phenyl)-2-methyl-propan-1-one
  参考文献：
  名称：

  Labelling of neuroleptic butyrophenones. II. Synthesis of 2′amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromethylpfenyl)piperidino]butyrophenone-(carbonyl-14C)

  摘要：

  2′Amino-4′-fluoro-4-[4-hydroxy-4-(3-trifluoromemethylphenyl)-piperidino]butyrophenone (ID-470B)(1), a novel neuroleptic agent, was labelled with carbon-14 at the carbonyl position for use in metabolic studies. The synthesis was achieved according to the reaction scheme shown in Fig. 1. Cyclopropyl 2,4-difluorophenyl ketone-(carbonyl-14C) (2a) was prepared from cyclopropane-carboxylic-14c acid by the Friedel-Crafts reaction with m-difluoro-benzene. Ring-opening of 2a with hydrogen chloride gave 4-chloro-2′,4′-difluorobutyrophenone-1-14c (3a). After ketalization of 3a, the resulted ketal (4) was condensed with the piperidine (5) and subsequently hydrolyzed with hydrochloric acid to give 6. Benzylamination of 6. with benzylamine, followed by debenzylation by catalytic hydrogenolysis gave ID-4708-(carbonyl-14C) (1). The overall radiochemical yield of 1 from barium carbonate-14C was 13%.

  DOI：

  10.1002/jlcr.2580160306

文献信息

• NAKATSUKA I.; KAWAHARA K.; KAMADA T.; YOSHITAKE A., J. LABELLED COMPOUNDS AND RADIOPHARM., 1979, 16, NO 3, 407-414
  作者：NAKATSUKA I.、 KAWAHARA K.、 KAMADA T.、 YOSHITAKE A.

  DOI：——

  日期：——