二甲基对苯二胺二盐酸 → (Z)-3-(3-nitro-4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

HRID 2902

反应方程式

HRID 2902 反应方程式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[CH3:12])[CH:7]=O)([O-:3])=[O:2].[CH3:13][O:14][C:15]1[CH:16]=[C:17]([CH2:25][C:26]#[N:27])[CH:18]=[C:19]([O:23][CH3:24])[C:20]=1[O:21][CH3:22].[OH-].[Na+]>[Cl-].C([N+](CCCCCCCC)(CCCCCCCC)C)CCCCCCC.O.ClCCl>[N+:1]([C:4]1[CH:5]=[C:6](/[CH:7]=[C:25](/[C:17]2[CH:18]=[C:19]([O:23][CH3:24])[C:20]([O:21][CH3:22])=[C:15]([O:14][CH3:13])[CH:16]=2)\[C:26]#[N:27])[CH:9]=[CH:10][C:11]=1[CH3:12])([O-:3])=[O:2]

参与物

7

反应物 3

HCID 14798二甲基对苯二胺二盐酸HCID 258873,4,5-三甲氧基苯乙腈HCID 17989984-甲基-3-硝基苯甲醛

产物 1

HCID 10570105(Z)-3-(3-nitro-4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile收率 14.1%

试剂、催化剂与溶剂 3

HCID 21218甲基三辛基氯化铵催化剂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

实验过程

5.0 g of 3-nitro-4-methylbenzaldehyde, 6.27 g of 3,4,5-trimethoxyphenylacetonitrile, 1.44 g of sodium hydroxide and 500 mg of trioctylmethylammonium chloride were dissolved in 25 ml of water and 500 ml of dichloromethane. The mixture was stirred vigorously for 3 hours at room temperature. The ice water was added to the mixture and the mixture was extracted with dichloromethane three times and dried over anhydrous sodium sulfate. The organic layer was concentrated and the residue was purified by silica gel column chromatography (dichloromethane) to give 1.5 g of the intended compound. The yield was 14.1%.

后处理

  1. extractionthe mixture was extracted with dichloromethane three times
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationThe organic layer was concentrated
  4. customthe residue was purified by silica gel column chromatography (dichloromethane)

来源与证据

ORD记录
ord-0522bf4210474a18b5909e43c5604b2d
来源数据集
uspto-grants-1998_03
专利号
US05731353

关联笔记

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