2-溴-1-(2,3,5,6-四甲基苯基)乙酮 | 67159-34-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-溴-1-(2,3,5,6-四甲基苯基)乙酮
• 英文名称: 2,3,5,6-tetramethylphenacyl bromide
• 英文别名: 2-bromo-1-(2,3,5,6-tetramethylphenyl)ethan-1-one；2-bromo-1-(2,3,5,6-tetramethyl-phenyl)-ethanone；2-Brom-1-(2,3,5,6-tetramethyl-phenyl)-aethanon；3-bromoacetyl-durene；2-Bromo-1-(2,3,5,6-tetramethylphenyl)ethanone
• CAS: 67159-34-6
• 化学式: C₁₂H₁₅BrO
• 分子量: 255.155
• InChiKey: BVSSCUABQUBAHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-溴-1-(2,3,5,6-四甲基苯基)乙酮 在 sodium hydride 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 8.0h， 生成 (6S,7S,8S,8aR)-1,3,9-Trimethyl-2,4-dioxo-6-(2,3,5,6-tetramethyl-benzoyl)-2,3,4,6,7,8,8a,9-octahydro-1H-pyrrolo[2,1-f]purine-7,8-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Hori, Mikio; Kataoka, Tadashi; Shimizu, Hiroshi, Journal of the Chemical Society. Perkin transactions I, 1987, p. 1211 - 1220

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,5,6-四甲基苯乙酮 在 copper(ll) bromide 作用下， 以 二氯甲烷 为溶剂， 生成 2-溴-1-(2,3,5,6-四甲基苯基)乙酮
  参考文献：
  名称：

  Hori, Mikio; Kataoka, Tadashi; Shimizu, Hiroshi, Journal of the Chemical Society. Perkin transactions I, 1987, p. 1211 - 1220

  摘要：

  DOI：

文献信息

• One-Pot Preparation of Aromatic Amides, 4-Arylthiazoles, and 4-Arylimidazoles from Arenes
  作者：Takahiro Yamamoto、Hideo Togo

  DOI：10.1002/ejoc.201800730

  日期：2018.8.15

  Primary aromatic amides, 4‐arylthiazoles, and 4‐arylimidazoles were smoothly obtained from arenes in good yield in one pot via aryl α‐bromoacetylarenes, which were obtained by reacting simple arenes with α‐bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidine under transition‐metal‐free conditions.

  一锅中通过芳基α-溴乙酰芳烃轻松从芳烃中以高收率顺利获得伯芳族酰胺，4-芳基噻唑和4-芳基咪唑，这些芳烃是通过将简单的芳烃与α-溴乙酰氯和AlCl 3反应，然后与分子碘和水溶液 在无过渡金属的条件下，NH 3，硫酰胺或am。
• Imidazole derivatives
  申请人：Recordati S.A.

  公开号：US04275071A1

  公开（公告）日：1981-06-23

  Imidazole derivatives of the formula I and pharmaceutically acceptable acid addition salts thereof are provided: ##STR1## In the formula, R.sub.4 1- or 2-naphthyl, optionally substituted with Cl, Br, or I; 1,2,3,4-tetrahydro-6-naphthyl; 3-duryl, optionally 6-substituted by Cl, Br, I, NO.sub.2, CH.sub.3 or benzyl; mesityl, phenyl 2-, 3- or 4-substituted by OH, NH.sub.2, NO.sub.2, CH.sub.3 CONH, phenyl, phenoxy, cyclohexyl, phenylthio, benzylthio, C.sub.1 -C.sub.6 alkyl or C.sub.1 C.sub.6 alkylthio; 4-bibenzylyl; 3,4-dihydroxyphenyl, n=0, 1 or 2 and (a) R=H, alkyl having 1 to 6 carbon atoms or phenyl R.sub.1 =H, alkyl having 1 to 6 carbon atoms or phenyl one of R.sub.2 and R.sub.3 =H the other of R.sub.2 and R.sub.3 =H, OH, benzoyloxy, C.sub.2 -C.sub.7 alkanoyloxy, N-(C.sub.1 -C.sub.6 alkyl)-carbamoyloxy, N,N-[di-(C.sub.1 C.sub.6)alkyl]-carbamoyloxy, but if R.sub.2 =R.sub.3 =H then R=R.sub.1 =H, or (b) R=H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.1 =H, C.sub.1 -C.sub.6 alkyl, phenyl R.sub.2 +R.sub.3 =O, or ##STR2## The compounds of formula I are anti-convulsivants.

  提供公式I的咪唑衍生物及其药学上可接受的酸盐：##STR1## 在公式中，R.sub.4为1-或2-萘基，可选择性地用Cl，Br或I取代；1,2,3,4-四氢-6-萘基；3-苯基，可选择性地6-取代为Cl，Br，I，NO.sub.2，CH.sub.3或苄基；mesityl，2-，3-或4-取代为OH，NH.sub.2，NO.sub.2，CH.sub.3CONH，苯基，苯氧基，环己基，苯硫基，苄硫基，C.sub.1-C.sub.6烷基或C.sub.1-C.sub.6烷基硫代基的苯基；4-联苄基；3,4-二羟基苯基，n = 0,1或2，且（a）R = H，具有1至6个碳原子的烷基或苯基；R.sub.1 = H，具有1至6个碳原子的烷基或苯基；R.sub.2和R.sub.3中的其中一个为H，另一个为H，OH，苯甲酰氧基，C.sub.2-C.sub.7烷酰氧基，N-（C.sub.1-C.sub.6烷基）-氨甲酰氧基，N，N-[二（C.sub.1-C.sub.6）烷基]-氨甲酰氧基，但如果R.sub.2 = R.sub.3 = H，则R = R.sub.1 = H，或（b）R = H，C.sub.1-C.sub.6烷基，苯基；R.sub.1 = H，C.sub.1-C.sub.6烷基，苯基；R.sub.2 + R.sub.3 = O，或##STR2## 公式I的化合物是抗惊厥剂。
• Regio- and Enantioselective Asymmetric Transfer Hydrogenation of One Carbonyl Group in a Diketone through Steric Hindrance
  作者：Noha Khamis、Ye Zheng、Marianna N. Diamantakis、Guy J. Clarkson、Jie Liu、Martin Wills

  DOI：10.1021/acs.joc.3c01950

  日期：2024.2.16

  On the basis of steric hindrance, one carbonyl group in a diketone can be reduced in a regioselective manner, with high enantioselectivity. The methodology can be extended to ketones with varied length of hydrocarbon chain spacing, and the products can be converted by oxidation to hydroxy esters or lactones without loss of enantiopurity.

  基于空间位阻，二酮中的一个羰基可以以区域选择性的方式被还原，具有较高的对映选择性。该方法可以扩展到具有不同长度的烃链间距的酮，并且可以通过氧化将产物转化为羟基酯或内酯，而不损失对映体纯度。
• β-Duroylphenylpropionic Acids
  作者：Reynold C. Fuson、Robert G. Bannister

  DOI：10.1021/ja01127a004

  日期：1952.4
• HORI, MIKIO;KATAOKA, TADASHI;SHIMIZU, HIROSHI;IMAI, EIJI;MATSUMOTO, YUKIH+, J. CHEM. SOC. PERKIN TRANS.,(1987) N 6, 1211-1219
  作者：HORI, MIKIO、KATAOKA, TADASHI、SHIMIZU, HIROSHI、IMAI, EIJI、MATSUMOTO, YUKIH+

  DOI：——

  日期：——