聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 3-溴-4-氟苯甲醛

HRID 231318

反应方程式

HRID 231318 反应方程式
S(=O)(=O)(O)O.O.[Br:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[F:16])[CH2:11][OH:12].[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[K+].[K+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C(Cl)Cl>[Br:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][C:15]=1[F:16])[CH:11]=[O:12]

参与物

7

反应物 4

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]2 次HCID 1118四氧化硫HCID 24502重铬酸钾HCID 27733513-溴-4-氟苯乙醇

产物 1

HCID 1736043-溴-4-氟苯甲醛收率 81%

试剂、催化剂与溶剂 2

HCID 21218甲基三辛基氯化铵催化剂HCID 6344二氯甲烷溶剂

实验过程

A misture of 29.4 g (0.3 mol) of sulphuric acid, 50 ml of water and 2 ml of Aliquat 336 (tricapryl-methyl-ammonium chloride) was added to a solution of 20.5 g (0.1 mol) of 3-bromo-4-fluoro-benzyl alcohol in 250 ml of methylene chloride at room temperature. Thereafter, 9.7 g (0.033 mol) of potassium dichromate were added to the reaction mixture and the temperature was kept at about 25° C. for 2 hours by cooling slightly. After adding 100 ml of water, the organic phase was separated off and the aqueous phase was extracted once more with 100 ml of methylene chloride. The organic phases were washed twice with 100 ml of water each time, then once with 100 ml of saturated sodium bicarbonate solution and once more with 100 ml of water, dried over sodium sulphate and evaporated in vacuo. The residue was distilled. 16.3 g (81% of theory) of 3-bromo-4-fluoro-benzaldehyde were obtained in this manner as a colorless oil with a boiling point of 65° C./0.3 mm Hg.

后处理

  1. temperatureby cooling slightly
  2. customthe organic phase was separated off
  3. extractionthe aqueous phase was extracted once more with 100 ml of methylene chloride
  4. washThe organic phases were washed twice with 100 ml of water each time
  5. dry with materialonce with 100 ml of saturated sodium bicarbonate solution and once more with 100 ml of water, dried over sodium sulphate
  6. customevaporated in vacuo
  7. distillationThe residue was distilled

来源与证据

ORD记录
ord-dbf6db348254410585d2e7e63a02f66c
来源数据集
uspto-grants-1989_07
专利号
US04845249

关联笔记

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