pivalic acid-(2-hydroxymethyl-anilide) | 70625-84-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: pivalic acid-(2-hydroxymethyl-anilide)
• 英文别名: Pivalinsaeure-(2-hydroxymethyl-anilid)；2-Pivaloylamino-benzylalkohol；2-(Pivaloylamido)-benzylalkohol；N-[2-(hydroxymethyl)phenyl]-2,2-dimethylpropanamide
• CAS: 70625-84-2
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: RJSBWVCEEGZRJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pivalic acid-(2-hydroxymethyl-anilide) 在 manganese(IV) oxide 作用下， 生成 N-(2-formylphenyl)-2,2-dimethylpropionamide
  参考文献：
  名称：

  David; Monnier, Bulletin de la Societe Chimique de France, 1959, p. 1333,1335

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(tert-butyl)-4H-benzo[d][1,3]oxazin-4-one 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 pivalic acid-(2-hydroxymethyl-anilide)
  参考文献：
  名称：

  Chemistry of salicylic acid and anthranilic acid. I. Reduction of methyl salicylate, methyl anthranilate and their derivatives with sodium borohydride.

  摘要：

  水杨酸的酯衍生物和某些类型的氨基苯酸用硼氢钠还原为相应的醇。还研究了4-氧-1,3-苯并二恶烷（IXa-b）、1,2-二氢-4-氧-3,1-苯并噁嗪（XIIa-c, e, k）和4-氧-3,1-苯并噁嗪（XVd-j）的还原行为。这些结果可以通过碳酰基的电子结构贡献或羟基或氨基的邻近参与来解释。

  DOI：

  10.1248/cpb.27.522

文献信息

• Ruthenium-Catalyzed Direct Hydroxymethylation of Aryl C–H Bonds
  作者：Yunxiang Wu、Bing Zhou

  DOI：10.1021/acscatal.7b00078

  日期：2017.3.3

  An ideal addition of "inert" aryl C-H bonds to formaldehyde has been achieved to synthesize a variety of hydroxymethylarenes via a Ru(II)-catalyzed C-H activation. Many different directing groups (not limited to strongly heterocyclic directing groups) can be used, and this challenging C-H hydroxymethylation proceeds in the presence of water and air, without stoichiometric undesirable byproducts, thus offering an environmentally benign method of hydroxymethylarene synthesis that can be readily scaled up.
• Sulfur-containing Heterocycles Derived by Reaction of N-Thioacylamino Alcohols with Lawesson’s Reagent and Saponification of N-Thioacylamino Esters
  作者：Takehiko Nishio、Hiroshi Sekiguchi

  DOI：10.3987/com-02-s(m)9

  日期：——

  The treatment of 2-N-thioacylamino alcohols (1) with Lawesson's reagent [LR: 2,4-bis(p-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide] afforded the sulfur-containing heterocycles, 1,3-thiazolines (2) in moderate to good yields, exclusively. The saponification of N-thioacylamino esters (4), which were prepared by the thionation of N-acylamino esters (3) with LR, with K2CO3 gave 3,1-benezothiazines (5) and 3,1-benzoxazines (6).
• ASAKAWA H.; FUKUSHIMA Y.; IMAMIYA E.; KAWAMATSU Y., CHEM. AND PHARM. BULL., 1979, 27, NO 2, 522-527
  作者：ASAKAWA H.、 FUKUSHIMA Y.、 IMAMIYA E.、 KAWAMATSU Y.

  DOI：——

  日期：——
• Chemistry of salicylic acid and anthranilic acid. I. Reduction of methyl salicylate, methyl anthranilate and their derivatives with sodium borohydride.
  作者：HIROYUKI ASAKAWA、YOSHIYO FUKUSHIMA、EIKO IMAMIYA、YUTAKA KAWAMATSU

  DOI：10.1248/cpb.27.522

  日期：——

  The ester derivatives of salicylic acid and some kinds of anthranilic acid were reduced to corresponding alcohols with sodium borohydride. The reduction behavior of 4-oxo-1, 3-benzodioxanes (IXa-b), 1, 2-dihydro-4-oxo-3, 1-benzoxazines (XIIa-c, e, k) and 4-oxo-3, 1-benzoxazines (XVd-j) were also investigated. These results may be explained in terms of the contribution of the electronic structure of carbonyl group or the neighbouring participation of hydroxyl or amino group.

  水杨酸的酯衍生物和某些类型的氨基苯酸用硼氢钠还原为相应的醇。还研究了4-氧-1,3-苯并二恶烷（IXa-b）、1,2-二氢-4-氧-3,1-苯并噁嗪（XIIa-c, e, k）和4-氧-3,1-苯并噁嗪（XVd-j）的还原行为。这些结果可以通过碳酰基的电子结构贡献或羟基或氨基的邻近参与来解释。
• David; Monnier, Bulletin de la Societe Chimique de France, 1959, p. 1333,1335
  作者：David、Monnier

  DOI：——

  日期：——