3-methylisochromane-4-carbonitrile | 368424-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 3-methylisochromane-4-carbonitrile
• 英文别名: 3-methyl-3,4-dihydro-1H-isochromene-4-carbonitrile
• CAS: 368424-17-3
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: UHURHEKVLVOJMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methylisochromane-4-carbonitrile 在 sodium tetrahydroborate 、 cobalt(III) chloride 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以47%的产率得到C-(3-methylisochroman-4-yl)methylamine
  参考文献：
  名称：

  摘要：

  The reduction of 1-acetylamino-3-methylisochromene-4-carbonitrile and an N-butyl-1, 2-dihydroisoquinoline analogue with sodium borohydride and sodium cyanoborohydride in ethanol and carboxylic acid media are reported. Ready reduction at the 1-position occurred, followed by further reductive loss of the acetylamino group so formed. The ease of reduction of the 3,4-double bond was different for the O- and N-series but conditions were established for preparation of the fully reduced species. Sodium borohydride with cobalt chloride in methanol was effective at reducing the cyano function.

  DOI：

  10.1071/ch01015
• 作为产物：
  描述：

  1-acetylamino-3-methylisochromene-4-carbonitrile 在 sodium tetrahydroborate 、 sodium cyanoborohydride 作用下， 以 乙醇 、 三氟乙酸 为溶剂， 反应 6.0h， 生成 3-methylisochromane-4-carbonitrile
  参考文献：
  名称：

  摘要：

  The reduction of 1-acetylamino-3-methylisochromene-4-carbonitrile and an N-butyl-1, 2-dihydroisoquinoline analogue with sodium borohydride and sodium cyanoborohydride in ethanol and carboxylic acid media are reported. Ready reduction at the 1-position occurred, followed by further reductive loss of the acetylamino group so formed. The ease of reduction of the 3,4-double bond was different for the O- and N-series but conditions were established for preparation of the fully reduced species. Sodium borohydride with cobalt chloride in methanol was effective at reducing the cyano function.

  DOI：

  10.1071/ch01015