(4-methoxyphenyl)-(7-methoxy-2,2,3-trimethyl-2H-chromen-4-yl)methanol | 1072932-89-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (4-methoxyphenyl)-(7-methoxy-2,2,3-trimethyl-2H-chromen-4-yl)methanol
• CAS: 1072932-89-8
• 化学式: C₂₁H₂₄O₄
• 分子量: 340.419
• InChiKey: UWRICEKALIRNNJ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (4-methoxyphenyl)-(7-methoxy-2,2,3-trimethyl-2H-chromen-4-yl)methanol 在 三溴化磷 作用下， 以 苯 为溶剂， 以71%的产率得到7-methoxy-4-(4-methoxybenzylidene)-2,2,3-trimethylchroman
  参考文献：
  名称：

  An unexpected reaction of phosphorous tribromide on chromanone, thiochromanone, 3,4-dihydro-2H-benzo[b]thiepin-5-one, 3,4-dihydro-2H-benzo[b]oxepin-5-one and tetralone derived allylic alcohols: a case study

  摘要：

  Treatment of chromanone, thiochromanone, tetralone and benzo[b]thiepinone derived allylic alcohols with phosphorous tribromide furnished unexpected products instead of desired bromo derivatives. Reaction of 7-methoxy-2,2-dimethylchromenyl-aryl-methanols and 7-methoxy-2,2-dimethylthio-chromenyl-aryl-methanols with PBr3 gave saturated carbonyls and exocyclic olefins depending on the substituents at R-4, whereas allylic alcohols without 7-methoxy substituent furnished rearranged products. Several related analogs varying in ring size, heteroatom in the ring and substituents at various positions were synthesized and studied. Reactions of other phosphorous-based reagents like PPh3, PPh3/I-2 and PPh3Br2 on allylic alcohols were also attempted. A case study is presented here. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.106