碘化钾 → 2-Methyl-3-(3-methyl-2-nitrophenoxy)-1-propene

HRID 363795

反应方程式

HRID 363795 反应方程式
[CH3:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Cl)[C:19](=[CH2:21])[CH3:20].[I-].[K+]>CS(C)=O.O>[CH3:20][C:19]([CH2:21][O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[N+:9]([O-:11])=[O:10])=[CH2:18]

参与物

7

反应物 4

HCID 4875碘化钾HCID 112413-氯-2-甲基丙烯HCID 11430碳酸钾HCID 210263-甲基-2-硝基苯酚

产物 1

HCID 108222032-Methyl-3-(3-methyl-2-nitrophenoxy)-1-propene收率 100.2%

试剂、催化剂与溶剂 2

HCID 679二甲基亚砜溶剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

A mixture of 20.0 grams (0.130 mole) of 3-methyl-2-nitrophenol and 22.5 grams (0.163 mole) of potassium carbonate in 200 mL of dimethyl sulfoxide was stirred, and 15.3 mL (0.156 mole) of methallyl chloride was added dropwise during a five minute period. Upon completion of addition, 5.4 grams (0.033 mole) of potassium iodide was added in one portion. The reaction mixture was then stirred at ambient temperature for about 18 hours. After this time the reaction mixture was poured into 500 mL of water. The mixture was then extracted with two 200 mL portions of diethyl ether. The combined extracts were dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, yielding 27.0 grams of 2-methyl-3-(3-methyl-2-nitrophenoxy)-1-propene. The NMR spectrum was consistent with the proposed structure.

后处理

  1. additionwas added in one portion
  2. stirringThe reaction mixture was then stirred at ambient temperature for about 18 hours
  3. extractionThe mixture was then extracted with two 200 mL portions of diethyl ether
  4. dry with materialThe combined extracts were dried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure

来源与证据

ORD记录
ord-838241d71b10447da5f7616eb996d3f1
来源数据集
uspto-grants-1999_02
专利号
US05874579

关联笔记

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