3,5-dimethyl-4-hydroxymandelic acid | 100304-49-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,5-dimethyl-4-hydroxymandelic acid
• 英文别名: 2-Hydroxy-2-(4-hydroxy-3,5-dimethylphenyl)acetic acid
• CAS: 100304-49-2
• 化学式: C₁₀H₁₂O₄
• 分子量: 196.203
• InChiKey: RZEFQGHPKYOLKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-4-hydroxymandelic acid 在 盐酸 、 sodium hydroxide 作用下， 以 水 、 乙酸乙酯 为溶剂， 生成 3,5-dimethyl-4-methoxymandelic acid
  参考文献：
  名称：

  Diphenyl acetic acid derivatives

  摘要：

  本发明涉及一种新颖的二苯乙酸衍生物，其化学式为I，其中R为C.sub.3-C.sub.18-2-烯基、C.sub.3-C.sub.8-2-炔基或苯基-C.sub.1-C.sub.4烷基，每个基团可以是未取代的或被苯基取代的；R.sub.1为氢、C.sub.1-C.sub.18烷基、C.sub.5-C.sub.12环烷基或苯基-C.sub.1-C.sub.4烷基；R.sub.2为--OR.sub.4或--NR.sub.5R.sub.6，R.sub.4为氢、C.sub.1-C.sub.18烷基或(--CH.sub.2--).sub.nG，R.sub.5和R.sub.6独立地为氢、C.sub.1-C.sub.12烷基或苯基-C.sub.1-C.sub.4烷基，R.sub.7、R.sub.8、R.sub.9和R.sub.10独立地为氢、C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4烷氧基，但至少有一个基团R.sub.7、R.sub.8、R.sub.9或R.sub.10为氢；R.sub.11为氢、C.sub.1-C.sub.18烷氧基、C.sub.5-C.sub.8环烷氧基、苯基-C.sub.1-C.sub.4烷氧基或C.sub.3-C.sub.18-2-烯氧基，n为2到12的数字，G为以下式的基团：##STR2## 本发明的化合物可用作有机材料的稳定剂。

  公开号：

  US05260430A1
• 作为产物：
  描述：

  羟基乙酸 、 2,6-二甲基苯酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 3,5-dimethyl-4-hydroxymandelic acid
  参考文献：
  名称：

  有机催化分子间脱水偶联反应制备芳基乙酸衍生物

  摘要：

  在此，开发了使用四（五氟苯基）硼酸三苯基甲基鎓作为对羟基扁桃酸水合物与取代的芳香胺和（硫代）苯酚的分子间脱水偶联的有效催化剂，这使得可以在快速反应中制备芳基乙酸衍生物。方便的方式。值得注意的是，该方法具有多种优点，包括不含金属、无需预官能化、高原子效率、高区域选择性以及利用易于获得的起始材料。此外，它具有广泛的底物范围，能够合成一系列芳基乙酸衍生物。此外，该方法还可应用于芳硫醇衍生物的醚化，有利于各种硫醇化产物的制备。容易获得的起始原料和广泛的底物范围增强了该方法在有机合成中的适用性和潜在效用。

  DOI：

  10.1002/adsc.202301163

文献信息

• 3-(acyloxyphenyl)benzofuran-2-one stabilisers
  申请人：Ciba-Geigy Corporation

  公开号：US05488117A1

  公开（公告）日：1996-01-30

  Compounds of the formula (1) ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, where R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, or, furthermore, the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bound form a phenyl ring, R.sub.4 is additionally --(CH.sub.2).sub.n --COR.sub.11, in which n is 0, 1 or 2, R.sub.11 is hydroxyl, ##STR2## R.sub.14 and R.sub.15, independently of one another, are hydrogen or C.sub.1 -C.sub.18 alkyl, M is an r-valent metal cation and r is 1, 2 or 3, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 and R.sub.10 is hydrogen and, in the case where R.sub.3, R.sub.5, R.sub.6, R.sub.7 and R.sub.10 are hydrogen, R.sub.4 is additionally a radical of the formula (2) ##STR3## in which R.sub.2, R.sub.8 and R.sub.9 are as defined above and R.sub.1 is as defined below for m=1, and R.sub.12 and R.sub.13, independently of one another, are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl, m is 1 or 2, and, in the case where m is 1, R.sub.1 is hydrogen, C.sub.1 -C.sub.25 alkanoyl, C.sub.3 -C.sub.25 alkenoyl, C.sub.3 -C.sub.25 alkanoyl which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyl, benzoyl or C.sub.1 -C.sub.12 alkyl-substituted benzoyl, R.sub.16 is as defined above and R.sub.6 is hydrogen or a radical of the formula (3) ##STR4## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are as defined above, and, in the case where m is 2, R.sub.1 is ##STR5## in which R.sub.17 is a direct bond, C.sub.1 -C.sub.18 alkylene, C.sub.2 -C.sub.18 alkylene which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.2 -C.sub.18 alkenylene, C.sub.2 -C.sub.20 alkylidene, C.sub.7 -C.sub.20 phenylalkylidene, C.sub.5 -C.sub.8 cycloalkylene, C.sub.7 -C.sub.8 bicycloalkylene or phenylene, R.sub.16 is as defined above and R.sub.6 is hydrogen, are described as stabilizers for organic materials against oxidative, thermal or light-induced degradation.

  公式（1）的化合物 ##STR1## 其中R.sub.2，R.sub.3，R.sub.4和R.sub.5独立地为氢，C.sub.1-C.sub.25烷基，C.sub.7-C.sub.9苯基烷基，未取代或C.sub.1-C.sub.4烷基取代的苯基，未取代或C.sub.1-C.sub.4烷基取代的C.sub.5-C.sub.8环烷基；C.sub.1-C.sub.18烷氧基，羟基，C.sub.1-C.sub.25脂肪酰氧基，C.sub.3-C.sub.25烯酰氧基，被氧，硫或>N--R.sub.16打断的C.sub.3-C.sub.25脂肪酰氧基；C.sub.6-C.sub.9环烷基羰氧基，苯甲酰氧基或C.sub.1-C.sub.12烷基取代的苯甲酰氧基，其中R.sub.16为氢或C.sub.1-C.sub.8烷基，或者，进一步，基团R.sub.2和R.sub.3或基团R.sub.4和R.sub.5与它们结合的碳原子一起形成苯环，R.sub.4另外为--(CH.sub.2).sub.n --COR.sub.11，其中n为0，1或2，R.sub.11为羟基，##STR2##R.sub.14和R.sub.15独立地为氢或C.sub.1-C.sub.18烷基，M为r价金属阳离子，r为1，2或3，R.sub.7，R.sub.8，R.sub.9和R.sub.10独立地为氢，C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4烷氧基，但至少有一个基团R.sub.7，R.sub.8，R.sub.9和R.sub.10为氢，而且，在R.sub.3，R.sub.5，R.sub.6，R.sub.7和R.sub.10为氢的情况下，R.sub.4另外为公式（2）的基团 ##STR3## 其中R.sub.2，R.sub.8和R.sub.9如上所定义，R.sub.1如下所定义，对于m=1，R.sub.12和R.sub.13独立地为氢，C.sub.1-C.sub.12烷基或苯基，m为1或2，在m为1的情况下，R.sub.1为氢，C.sub.1-C.sub.25脂肪酰基，C.sub.3-C.sub.25烯酰基，被氧，硫或>N--R.sub.16打断的C.sub.3-C.sub.25脂肪酰基；C.sub.6-C.sub.9环烷基羰基，苯基或C.sub.1-C.sub.12烷基取代的苯基，R.sub.16如上所定义，R.sub.6为氢或公式（3）的基团 ##STR4## 其中R.sub.1，R.sub.2，R.sub.3，R.sub.4，R.sub.5，R.sub.7，R.sub.8，R.sub.9和R.sub.10如上所定义，在m为2的情况下，R.sub.1为##STR5## 其中R.sub.17为直接键，C.sub.1-C.sub.18亚烷基，被氧，硫或>N--R.sub.16打断的C.sub.2-C.sub.18亚烷基；C.sub.2-C.sub.18烯基，C.sub.2-C.sub.20烷基亚甲基，C.sub.7-C.sub.20苯基烷基亚甲基，C.sub.5-C.sub.8环烷基，C.sub.7-C.sub.8双环烷基或苯基，R.sub.16如上所定义，R.sub.6为氢，被描述为有机材料的稳定剂，用于防止氧化，热或光诱导降解。
• 3-(acyloxyphenyl)benzofuran-2-one stabilizers
  申请人：Ciba-Geigy Corporation

  公开号：US05369159A1

  公开（公告）日：1994-11-29

  Compounds of the formula (1) ##STR1## in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5, independently of one another, are hydrogen, C.sub.1 -C.sub.25 alkyl, C.sub.7 -C.sub.9 phenylalkyl, unsubstituted or C.sub.1 -C.sub.4 alkyl-substituted phenyl, unsubstituted or C.sub.1 -C.sub.4 -alkly-substituted C.sub.5 -C.sub.8 cycloalkyl; C.sub.1 -C.sub.18 alkoxy, hydroxyl, C.sub.1 -C.sub.25 alkanoyloxy, C.sub.3 -C.sub.25 alkenoyloxy, C.sub.3 -C.sub.25 alkanoyloxy which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyloxy, benzoyloxy or C.sub.1 -C.sub.12 alkyl-substituted benzoyloxy, where R.sub.16 is hydrogen or C.sub.1 -C.sub.8 alkyl, or, furthermore, the radicals R.sub.2 and R.sub.3 or the radicals R.sub.4 and R.sub.5 together with the carbon atoms to which they are bound form a phenyl ring, R.sub.4 is additionally --(CH.sub.2).sub.n --COR.sub.11, in which n is 0, 1 or 2, R.sub.11 is hydroxyl, ##EQU1## C.sub.1 -C.sub.18 alkoxy or ##STR2## R.sub.14 and R.sub.15, independently of one another, are hydrogen or C.sub.1 -C.sub.18 alkyl, M is an r-valent metal cation and r is 1, 2 or 3, R.sub.7, R.sub.8, R.sub.9 and R.sub.10, independently of one another, are hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy, with the proviso that at least one of the radicals R.sub.7, R.sub.8, R.sub.9 and R.sub.10 is hydrogen and, in the case where R.sub.3, R.sub.5, R.sub.6, R.sub.7 and R.sub.10 are hydrogen, R.sub.4 is additionally a radical of the formula (2) ##STR3## in which R.sub.2, R.sub.8 and R.sub.9 are as defined above and R.sub.1 is as defined below for m=1, and R.sub.12 and R.sub.13, independently of one another, are hydrogen, C.sub.1 -C.sub.12 alkyl or phenyl, m is 1 or 2, and, in the case where m is 1, R.sub.1 is hydrogen, C.sub.1 -C.sub.25 alkanoyl, C.sub.3 -C.sub.25 alkenoyl, C.sub.3 -C.sub.25 alkanoyl which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.6 -C.sub.9 cycloalkylcarbonyl, benzoyl or C.sub.1 -C.sub.12 alkyl-substituted benzoyl, R.sub.16 is as defined above and R.sub.6 is hydrogen or a radical of the formula (3) ##STR4## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.7, R.sub.8, R.sub.9 and R.sub.10 are as defined above, and, in the case where m is 2, R.sub.1 is ##STR5## in which R.sub.17 is a direct bond, C.sub.1 -C.sub.18 alkylene, C.sub.2 -C.sub.18 alkylene which is interrupted by oxygen, sulfur or >N--R.sub.16 ; C.sub.2 -C.sub.18 alkenylene, C.sub.2 -C.sub.20 alkylidene, C.sub.7 -C.sub.20 phenylalkylidene, C.sub.5 -C.sub.8 cycloalkylene, C.sub.7 -C.sub.8 bicycloalkylene or phenylene, R.sub.16 is as defined above and R.sub.6 is hydrogen, are described as stabilizers for organic materials against oxidative, thermal or light-induced degradation.

  公式（1）的化合物##STR1##其中R.sub.2，R.sub.3，R.sub.4和R.sub.5独立地是氢，C.sub.1-C.sub.25烷基，C.sub.7-C.sub.9苯基烷基，未取代或C.sub.1-C.sub.4烷基取代的苯基，未取代或C.sub.1-C.sub.4-烷基取代的C.sub.5-C.sub.8环烷基; C.sub.1-C.sub.18烷氧基，羟基，C.sub.1-C.sub.25烷酰氧基，C.sub.3-C.sub.25烯酰氧基，C.sub.3-C.sub.25被氧、硫或>N--R.sub.16中断的烷酰氧基; C.sub.6-C.sub.9环烷基羰氧基，苯甲酰氧基或C.sub.1-C.sub.12烷基取代的苯甲酰氧基，其中R.sub.16是氢或C.sub.1-C.sub.8烷基，此外，基团R.sub.2和R.sub.3或基团R.sub.4和R.sub.5与它们结合的碳原子一起形成苯环，R.sub.4另外是--(CH.sub.2).sub.n--COR.sub.11，其中n为0, 1或2，R.sub.11为羟基，##EQU1## C.sub.1-C.sub.18烷氧基或##STR2## R.sub.14和R.sub.15独立地是氢或C.sub.1-C.sub.18烷基，M是r价金属阳离子，r为1，2或3，R.sub.7，R.sub.8，R.sub.9和R.sub.10独立地是氢，C.sub.1-C.sub.4烷基或C.sub.1-C.sub.4烷氧基，但至少有一个基团R.sub.7，R.sub.8，R.sub.9和R.sub.10是氢，在R.sub.3，R.sub.5，R.sub.6，R.sub.7和R.sub.10为氢的情况下，R.sub.4另外是公式（2）的基团##STR3##其中R.sub.2，R.sub.8和R.sub.9如上定义，R.sub.1如下定义，当m=1时，R.sub.12和R.sub.13独立地是氢，C.sub.1-C.sub.12烷基或苯基，m为1或2，当m为1时，R.sub.1为氢，C.sub.1-C.sub.25烷酰基，C.sub.3-C.sub.25烯酰基，C.sub.3-C.sub.25被氧、硫或>N--R.sub.16中断的烷酰基; C.sub.6-C.sub.9环烷基羰基，苯基或C.sub.1-C.sub.12烷基取代的苯基，R.sub.16如上定义，R.sub.6为氢或公式（3）的基团##STR4##其中R.sub.1，R.sub.2，R.sub.3，R.sub.4，R.sub.5，R.sub.7，R.sub.8，R.sub.9和R.sub.10如上定义，在m为2的情况下，R.sub.1为##STR5##其中R.sub.17是直接键，C.sub.1-C.sub.18亚基，被氧、硫或>N--R.sub.16中断的C.sub.2-C.sub.18亚基; C.sub.2-C.sub.18烯亚基，C.sub.2-C.sub.20烷基亚基，C.sub.7-C.sub.20苯基烷基亚基，C.sub.5-C.sub.8环烷基亚基，C.sub.7-C.sub.8二环烷基或苯基，R.sub.16如上定义，R.sub.6为氢，被描述为有机材料的稳定剂，抵抗氧化、热或光诱导的降解。
• Hetero-polycyclic aromatic compound
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0146269A2

  公开（公告）日：1985-06-26

  A novel hetero-polycyclic compound of the following formula, a method for its preparation and its use in the colouration of textile materials: wherein, Z, & Z2 are each independently - 0 -, - S - or - NR5 - in wich R5 is H or an optionally-substituted hydrocarbon group or an acyl group; X1 & X2 are selected from H, halogen, cyano, C1-4-alkyl, C1-4-alkoxy, aryl, carbamoyl, sulphamoyl, carboxylic acid or carboxylic acid ester; R' to R4 are each independently selected from H, C1-4-alkyl, C1-4-alkoxy, C1-4-alkenyl, halogen and the group -X-Y ; X is - 0 - or - S -; and Y is a group of the formula: wherein: V & W are each independently H or optionally substituted alkyl; p is an integer from 1 to 3; q is 0 or 1 ; p + q is at least 2; and Z is OR6 or NR6R7 when q = 1; or Z is OR8 or SR8 when q = 0; wherein: R6 is selected from optionally substituted alkyl, optionally substituted alkoxyalkyl and a second group represented by Y in which R6 is optionally substituted alkyl or optionally substituted alkoxyalkyl; and R7 is selected from H, and optionally substituted alkyl; R8 is selected from optionally substituted alkyl, optionally substituted alkoxyalkyl and acyl, provided that, the substituents on rings A & B are different when Z1 & Z2 are the same or that Z1 & Z2 are different when the substituents on rings A & B are the same.

  一种下式的新型杂多环化合物、其制备方法及其在纺织材料着色中的用途： 其中 Z、Z2 各自独立地为-0-、-S-或-NR5-，其中 R5 为 H 或任选取代的烃基或酰基； X1 和 X2 选自 H、卤素、氰基、C1-4-烷基、C1-4-烷氧基、芳基、氨基甲酰基、氨基磺酰基、羧酸或羧酸酯； R' 至 R4 各自独立地选自 H、C1-4-烷基、C1-4-烷氧基、C1-4-烯基、卤素和基团 -X-Y ； X 是 - 0 - 或 - S -；以及 Y 是式中的基团： 其中 V 和 W 各自独立地为 H 或任选取代的烷基； p 是 1 至 3 的整数； q 是 0 或 1； p + q 至少为 2；以及 当 q = 1 时，Z 是 OR6 或 NR6R7；或 当 q = 0 时，Z 是 OR8 或 SR8； 其中 R6 选自任选取代的烷基、任选取代的烷氧基烷基和由 Y 代表的第二基团，其中 R6 是任选取代的烷基或任选取代的烷氧基烷基；以及 R7 选自 H 和任选取代的烷基； R8 选自任选取代的烷基、任选取代的烷氧基烷基和酰基、 前提是，当 Z1 和 Z2 相同时，环 A 和环 B 上的取代基不同；或当环 A 和环 B 上的取代基相同时，Z1 和 Z2 不同。
• Diphenylessigsäurederivate als Stabilisatoren für organisches Material
  申请人：CIBA-GEIGY AG

  公开号：EP0545861A2

  公开（公告）日：1993-06-09

  Es werden neue Diphenylessigsäurederivate der Formel I beschrieben, worin R unsubstituiertes oder mit Phenyl substituiertes C3-C18-2-Alkenyl, C3-C8-2-Alkinyl oder Phenyl-C1-C4-alkyl ist, R1 Wasserstoff, C1-C18-Alkyl, C5-C12-Cycloalkyl oder Phenyl-C1-C4-alkyl darstellt, R2 -OR4 oder -NR5R6 ist, R4 Wasserstoff, C1-C18-Alkyl oder (-CH2-)nG darstellt, R5 und R6 unabhängig voneinander Wasserstoff, C1-C12-Alkyl oder Phenyl-C1-C4-alkyl bedeuten, R7, R8, R9 und R10 unabhängig voneinander Wasserstoff, C1-C4-Alkyl oder C1-C4-Alkoxy darstellen, mit der Bedingung, dass mindestens einer der Reste R7, R8, R9 oder R10 Wasserstoff ist, R11 Wasserstoff, C1-C18-Alkoxy, C5-C8-Cycloalkoxy, Phenyl-C1-C4-alkoxy oder C3-C18-2-Alkenyloxy bedeutet, n eine Zahl von 2 bis 12 ist, und G eine Gruppe der Formel darstellt. Die erfindungsgemäßen Verbindungen dienen als Stabilisatoren für organisches Material.

  描述了式 I 的新型二苯基乙酸衍生物、 其中 R 是未取代的或苯基取代的 C3-C18-2- 烷基、C3-C8-2-炔基或苯基-C1-C4-烷基，R1 是氢、C1-C18-烷基、C5-C12-环烷基或苯基-C1-C4-烷基，R2 是-OR4 或-NR5R6，R4 是氢、C1-C18-烷基或 (-CH2-)nG，R5 和 R6 相互独立地是氢、C1-C12-烷基或苯基-C1-C4-烷基、R7、R8、R9 和 R10 相互独立地为氢、C1-C4-烷基或 C1-C4-烷氧基，但 R7、R8、R9 或 R10 中至少有一个基为氢；R11 为氢、C1-C18-烷氧基、C5-C8 环烷氧基、苯基-C1-C4-烷氧基或 C3-C18-2烯氧基；n 为 2 至 12 之间的数字；G 为式中的基团。 . 本发明的化合物可作为有机材料的稳定剂。
• 3-(2-Acyloxyethoxyphenyl)benzofuran-2-one als Stabilisatoren
  申请人：CIBA-GEIGY AG

  公开号：EP0591102A1

  公开（公告）日：1994-04-06

  Verbindungen der Formel (1), worin R₁ substituiertes Carbonyl, m 1, 2, 3 oder 4 sind, als Stabilisatoren für organische Materialien gegen thermischen, oxidativen oder lichtinduzierten Abbau beschrieben.

  式(1)化合物、 其中 R₁ 是取代的羰基，m 是 1、2、3 或 4，已被描述为有机材料的稳定剂，可防止热、氧化或光引起的降解。