Sodium Hydroxide → (Z)-3-(3-nitro-4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile

HRID 2902

반응식

HRID 2902 반응식
[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]

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 258873,4,5-TrimethoxyphenylacetonitrileHCID 17989983-Nitro-p-tolualdehyde

생성물 1

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

시약·촉매·용매 3

HCID 21218Trioctylmethylammonium chloride촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-0522bf4210474a18b5909e43c5604b2d
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731353

연결된 노트

불러오는 중…