(E)-1-phenyl-1-octen-3-ol | 176588-41-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-1-phenyl-1-octen-3-ol
• 英文别名: (E)-1-phenyloct-1-en-3-ol；1-phenyloct-1-en-3-ol；amyl cinnamic alcohol
• CAS: 176588-41-3
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: OLUJUQKZMDLFII-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-phenyl-1-octen-3-ol 在 吡啶 、 正丁基锂 、 (1,1'-双(二苯基膦)二茂铁)二氯化镍 、 硼酸三甲酯 、 potassium iodide 作用下， 生成 (E)-3-(4-methoxyphenyl)-1-phenyl-1-octene
  参考文献：
  名称：

  Nickel-catalysed substitution reactions of allylic carbonates with aryl- and alkenyl-borates

  摘要：

  1,3-二取代的烯丙基碳酸酯 3 与芳基和烯基硼酸盐 4 的取代反应在 [NiCl2(dppf)] 的催化下进行，其中 dppf = 1,1′-双(二苯基膦)铁烯， 在环状碳酸酯 7 的情况下，该反应完全反转进行。

  DOI：

  10.1039/c39940001789
• 作为产物：
  描述：

  (E)-1-phenyloct-1-en-3-one 在 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 生成 (E)-1-phenyl-1-octen-3-ol
  参考文献：
  名称：

  Liguori, Angelo; Sindona, Giovanni; Uccella, Nicola, Gazzetta Chimica Italiana, 1984, vol. 114, # 7/8, p. 369 - 374

  摘要：

  DOI：

文献信息

• From allylic alcohols to saturated carbonyls using Fe(CO)5 as catalyst: scope and limitation studies and preparation of two perfume components
  作者：Hassan Cherkaoui、Mohammed Soufiaoui、René Grée

  DOI：10.1016/s0040-4020(01)00114-4

  日期：2001.3

  The direct conversion of allylic alcohols to saturated carbonyls, using Fe(CO)5 as a catalyst, offers good synthetic potential. Mono-, di- and even trisubstituted alkenes bearing various alkyl, aryl and electronwithdrawing groups on the allylic system give good to excellent yields of rearranged products. Limitations occur mainly with polyunsaturated derivatives. This reaction was applied to a short

  使用Fe（CO）5作为催化剂，将烯丙醇直接转化为饱和羰基化合物具有良好的合成潜力。在烯丙基系统上带有各种烷基，芳基和吸电子基团的单，二，甚至三取代的烯烃可以使重排产物的收率很好。局限性主要发生在多不饱和衍生物上。该反应用于仙客来醛和叶子的短而有效的合成。
• ZnBr ₂ Mediated C−N Bond Formation using Cinnamyl Alcohol and 2‐Amino Pyridines
  作者：Ahwan Panigrahi、Mahadev Sharanappa Sherikar、Kandikere Ramaiah Prabhu

  DOI：10.1002/ejoc.202100463

  日期：2021.6.7

  A new approach has been developed for C−N bond formation using a stoichiometric amount of ZnBr2 from cinnamyl alcohols and 2-amino pyridines. The reaction is also compatible with primary, secondary l, and homoallyl alcohols.

  已经开发了一种使用来自肉桂醇和 2-氨基吡啶的化学计量量的 ZnBr 2形成 CN 键的新方法。该反应还与伯醇、仲醇和高烯丙醇相容。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Ketone precursors for organoleptic compounds
  申请人：Givaudan Roure ( International ) SA

  公开号：US06258854B1

  公开（公告）日：2001-07-10

  The invention discloses ketones of formula I: wherein, Y is an optionally substituted alkyl, cycloalkyl, or cycloalkylalkyl, wherein each alkyl group is straight or branched and each alkyl and cycloalkyl group is saturated or unsaturated; R1 is hydrogen or a C1-6 alkyl group that is substituted, saturated or unsaturated, straight or branched; A is a chromophoric substituted aromatic ring or ring system; n is an integer; and with the proviso that formula I is not 2-ethoxy-1-phenyl-ethanone. These compositions are useful for the delivery of organoleptic compounds, especially of flavors, fragrances, masking agents and antimicrobial compounds.

  该发明公开了式I的酮化合物：其中，Y是可选择取代的烷基，环烷基或环烷基烷基，其中每个烷基是直链或支链的，每个烷基和环烷基基团是饱和或不饱和的；R1是氢或取代的C1-6烷基基团，饱和或不饱和的，直链或支链的；A是含色团取代的芳香环或环系；n是整数；且在式I不是2-乙氧基-1-苯基-乙酮的限制条件下。这些化合物对于传递感官化合物特别是香料、香料、掩蔽剂和抗菌化合物非常有用。
• Arenediazonium <i>o</i>-Benzenedisulfonimides in Heck-Type Arylation of Allylic Alcohols
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera

  DOI：10.1055/s-2006-950245

  日期：2006.10

  with primary and secondary allylic alcohols. The reactions, carried out in aqueous ethanol in the presence of palladium(II) acetate as precatalyst and sodium hydrogen carbonate as base, gave the arylation products with good overall conversion. In all cases, the major products were the β-arylated carbonyl derivatives. The o-benzene-disulfonimide was recovered in high yield from all the reactions, and it

  芳烃重氮邻苯二磺酰亚胺与伯和仲烯丙醇反应。在醋酸钯 (II) 作为预催化剂和碳酸氢钠作为碱的存在下，在含水乙醇中进行的反应得到了具有良好总转化率的芳基化产物。在所有情况下，主要产物都是 β-芳基化羰基衍生物。从所有反应中以高收率回收邻苯二磺酰亚胺，并将其循环用于制备其他盐。