氯苯 → HCID 22389797，化合物

HRID 376048

反应方程式

HRID 376048 反应方程式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I([O-])(=O)=O.[K+].[OH:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15].[O-]S(C(F)(F)F)(=O)=O.ClC1C=CC=CC=1[I+:36][C:37]1[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=1>C(OC(=O)C)(=O)C.C(Cl)Cl.O>[F:18][C:17]([F:20])([F:19])[S:14]([O-:16])(=[O:15])=[O:13].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([I+:36][C:37]2[CH:42]=[CH:41][C:40]([Cl:43])=[CH:39][CH:38]=2)=[CH:4][CH:3]=1

参与物

8

反应物 4

HCID 7964氯苯HCID 62406三氟甲磺酸HCID 19708102HCID 19708102，化合物HCID 23665710Potassium Iodate

产物 1

HCID 22389797HCID 22389797，化合物收率 8.6%

试剂、催化剂与溶剂 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 6344二氯甲烷溶剂2 次HCID 7918乙酐溶剂

反应条件

温度
0 °C

实验过程

To a mixture of 20.0 grams (178 mmol, 1 eq) of chlorobenzene in 30 mL of acetic anhydride and 19.0 grams (88.8 mmol, 0.5 eq) of potassium iodate cooled to 0° C. was added 26.7 grams (15.7 mL, 178 mmol, 1.0 eq) of triflic acid at such a rate that the reaction temperature did not exceed 0° C. The mixture was allowed to warm to room temperature slowly and stirred for 14 hours. Approximately 45 mL of water was added to the reaction mixture at 0°-20° C. followed by methylene chloride. The precipitate dissolved in the methylene chloride and the organic phase was washed with water, aqueous sodium bicarbonate, and water, and concentrated in vacuo. This material was recrystallized from a mixture of 20 mL of isopropanol and 35 mL of hexane to give 7.62 grams (8.6% yield). A second crop was obtained from the mother liquor, 2.5 grams (total yield 11.4%). The product contains less than 7% of the isomeric 2-chlorophenyl-4-chlorophenyliodonium triflate and a small amount of uncharacterized impurity.

后处理

  1. customdid not exceed 0° C
  2. temperatureto warm to room temperature slowly
  3. washthe organic phase was washed with water, aqueous sodium bicarbonate, and water
  4. concentrationconcentrated in vacuo
  5. customThis material was recrystallized from a mixture of 20 mL of isopropanol and 35 mL of hexane
  6. customto give 7.62 grams (8.6% yield)
  7. customA second crop was obtained from the mother liquor, 2.5 grams (total yield 11.4%)

来源与证据

ORD记录
ord-c637bad955cd4ae5bb05e77022d53f32
来源数据集
uspto-grants-1996_01
专利号
US05488147

关联笔记

加载中…