2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril | 33630-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril
• 英文别名: 3-methoxy-4-hydroxy mandelonitrile；4-hydroxy-3-methoxy-mandelonitrile；4-Hydroxy-3-methoxy-DL-mandelsaeure-nitril；4-(1-hydroxyacetonitrile)-2-methoxy-phenol；Hydroxy(4-hydroxy-3-methoxyphenyl)acetonitrile；2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
• CAS: 33630-46-5
• 化学式: C₉H₉NO₃
• mdl: MFCD01897649
• 分子量: 179.175
• InChiKey: VHGYYIXSLHYRBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  73.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril 在 5%-palladium/activated carbon 硫酸 、 氢气 作用下， 以 甲醇 为溶剂， 20.0~25.0 ℃ 、500.01 kPa 条件下， 反应 4.33h， 以86%的产率得到4-(2-氨基乙基)-2-甲氧基苯酚
  参考文献：
  名称：

  WO2007/20381

  摘要：

  公开号：
• 作为产物：
  描述：

  香草醛 在 aqueous sodium disulfite solution 作用下， 生成 2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril
  参考文献：
  名称：

  Reduction of Hydroxymandelonitriles. A New Synthesis of Tyramine

  摘要：

  DOI：

  10.1021/ja01335a058

文献信息

• Process for the preparation of alpha hydroxycarboxylic acid amides
  申请人：Zeller Martin

  公开号：US20050014950A1

  公开（公告）日：2005-01-20

  The invention concerns a novel process for the preparation of 2-phenyl-2-hydroxy-N-[2-(3-alkoxy-4-hydroxyphenyl)-ethyl]-acetamides of the formula (I), wherein R 1 is alkyl, R 2 and R 3 are each independently hydrogen or alkyl, and R 4 is optionally substituted aryl or optionally substituted heteroaryl, which process comprises reacting a 2-(3-alkoxy-4-hydroxyphenyl)-ethylamine of the formula (II), wherein R 1 R 2 and R 3 are as defined above with a α-hydoxycarboxylic acid ester of the formula (III) or a dioxolanone of the formula (III)a, wherein R 4 is as defined above, and R 5 , R 6 and R 7 independently of each other are lower alkyl. The compounds of formula (I) are important intermediates for a novel group of fungicides derived from mandelic acid amides.

  本发明涉及一种新型的制备2-苯基-2-羟基-N-[2-(3-烷氧基-4-羟基苯基)-乙基]-乙酰胺（式（I））的方法，其中R1为烷基，R2和R3各自独立地为氢或烷基，而R4为可选的取代芳基或可选的取代杂环芳基，该方法包括将式（II）的2-(3-烷氧基-4-羟基苯基)-乙胺与式（III）的α-羟基羧酸酯或式（III）a的二氧杂环戊酮反应，其中R1、R2和R3如上所定义，而R4如上所述，而R5、R6和R7各自独立地为低烷基。式（I）的化合物是从苦杏仁酸酰胺衍生的一类新型杀菌剂的重要中间体。
• Process for the Synthesis of Mandipropamid and Derivatives Thereof
  申请人：Bowden Martin Charles

  公开号：US20090118532A1

  公开（公告）日：2009-05-07

  A process for the preparation of a compound of formula (I) wherein: R is an alkynyl group; R 1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, phenyl and phenylalkyl, it being possible in turn for all of the receding groups to carry one or more identical or different halogen atoms; alkoxy; alkenyloxy; alkynyloxy; alkoxyalkyl; haloalkoxy; alkylthio; haloalkylthio; alkysulfonyl; formyl; alkanoyl; hydroxy; halogen; cyano; nitro; amino; alkylamino; dialkylamino; carboxyl; alkoxycarbonyl; alkenyloxycarbonyl; or alkynyloxycarbonyl; and n is an integer from 0 to 3, said process comprising: (i) the reaction of a compound of formula (III) wherein R, R 1 and n are as hereinbefore defined; m and m′ are independently 0 or 1; when m and m′ are both 0, A is an alkyl, alkenyl or alkynyl group (suitably having up to eight carbon atoms), optionally substituted by one or more groups independently selected from halogen, hydroxy, alkoxy, C 1-4 dialkylamino or cyano; when one of m and m′ is 0 and the other is 1, A is an alkanediyl, alkenediyl or alkynediyl group containing at least two carbon atoms (and suitably having up to eight carbon atoms), optionally substituted by one or more groups independently selected from halogen, hydroxy, alkoxy, C 1-4 dialkylamino or cyano; when m and m′ are both 1, A is an alkanetriyl, alkenetriyl or alkynetriyl group containing at least three carbon atoms (and suitably having up to eight carbon atoms), optionally substituted by one or more groups independently selected from halogen, hydroxy, alkoxy, C 1-4 dialkylamino or cyano; and wherein if the group A contains three or more carbon atoms, one or more of the carbon atoms may each optionally be replaced with an oxygen atom, provided that there is at least one carbon atom between any two oxygen atoms in the molecule, with a compound of formula (IV) to give a compound of formula (II) wherein R, R 1 and n are as hereinbefore defined, and (ii) the reaction of a compound of formula (II) with, wherein L is a leaving group, to give the compound of formula (I) as hereinbefore defined, is disclosed.

  一种制备式（I）化合物的方法，其中：R是炔基；R1是烷基，烯基，炔基，环烷基，环烷基-烷基，苯基和苯基烷基，这些基团中的所有基团都可以轮流携带一个或多个相同或不同的卤素原子；烷氧基；烯氧基；炔氧基；烷氧基烷基；卤代烷氧基；烷基硫醇；卤代烷基硫醇；烷基磺酰基；甲酰基；烷酰基；羟基；卤素；氰基；硝基；氨基；烷基氨基；二烷基氨基；羧基；烷氧羰基；烯氧羰基；或炔氧羰基；n是0到3的整数，该方法包括：（i）将式（III）化合物与式（IV）化合物反应，其中R，R1和n如上定义；m和m′独立地为0或1；当m和m′都为0时，A是烷基，烯基或炔基（适当地具有多达八个碳原子），可选地被一个或多个独立选择的基团取代，这些基团选择自卤素，羟基，烷氧基，C1-4二烷基氨基或氰基；当m和m′中有一个为0且另一个为1时，A是至少含有两个碳原子（适当地具有多达八个碳原子）的烷二基，烯二基或炔二基，可选地被一个或多个独立选择的基团取代，这些基团选择自卤素，羟基，烷氧基，C1-4二烷基氨基或氰基；当m和m′都为1时，A是至少含有三个碳原子（适当地具有多达八个碳原子）的烷三基，烯三基或炔三基，可选地被一个或多个独立选择的基团取代，这些基团选择自卤素，羟基，烷氧基，C1-4二烷基氨基或氰基；如果基团A含有三个或更多的碳原子，则其中一个或多个碳原子可以被氧原子替换，前提是分子中任何两个氧原子之间至少有一个碳原子，在反应后得到式（II）化合物，其中R，R1和n如上定义；（ii）将式（II）化合物与L是离去基团的化合物反应，得到如上定义的式（I）化合物。
• Oxidative degradation approach to p-quinones
  作者：Jose M. Saa、Jeronimo Morey、Carmen Rubido

  DOI：10.1021/jo00373a025

  日期：1986.11
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  作者：Bhatt, K. N.、Dave, A. M.、Desai, N. C.、Undavia, N. K.、Trivedi, P. B.

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