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

HRID 260102

반응식

HRID 260102 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[Cl: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[Cl:12])([O-:3])=[O:2]

참가 물질

7

반응물 3

HCID 14798Sodium HydroxideHCID 258873,4,5-TrimethoxyphenylacetonitrileHCID 855054-Chloro-3-nitrobenzaldehyde

생성물 1

HCID 10714483(Z)-3-(3-nitro-4-chlorophenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-ene-nitrile수율 48.5%

시약·촉매·용매 3

HCID 21218Trioctylmethylammonium chloride촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

5.0 g of 3-nitro-4-chlorobenzaldehyde, 5.6 g of 3,4,5-trimethoxyphenylacetonitrile, 1.3 g of sodium hydroxide and 500 mg of trioctylmethylammonium chloride were dissolved in 10 ml of water and 50 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 crystallized from ethyl acetate to give 4.9 g of the intended compound. The yield was 48.5%.

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 crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-827e9f867bd341fb83dc1d0d03ac2252
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05525632

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