1,2-Dimethoxyethane → 4-[N,N-bis(3,4-dimethylphenyl)amino]styrene

HRID 357468

반응식

HRID 357468 반응식
[H-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([N:11]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=2)[C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)[CH:7]=[CH:8][C:9]=1[CH3:10].[CH3:28]OCCOC>[Br-].C[P+](C)(C)C.C(O)C>[CH3:3][C:4]1[CH:5]=[C:6]([N:11]([C:20]2[CH:27]=[CH:26][C:23]([CH:24]=[CH2:28])=[CH:22][CH:21]=2)[C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)[CH:7]=[CH:8][C:9]=1[CH3:10]

참가 물질

6

반응물 3

HCID 80711,2-DimethoxyethaneHCID 24758Sodium hydrideHCID 226170914-[N,N-bis(3,4-dimethylphenyl)amino]benzaldehyde

생성물 1

HCID 108927834-[N,N-bis(3,4-dimethylphenyl)amino]styrene

시약·촉매·용매 2

HCID 702Ethanol촉매HCID 357594Tetramethylphosphonium bromide촉매

실험 절차

12.1 g of sodium hydride and 580 mL of 1, 2-dimethoxyethane were placed in a three-neck flask, and while stirring at room temperature, 108.5 g of tetramethylphosphonium bromide was added. After adding one drop of anhydrous ethanol, the mixture was stirrred for 4 hours at 70° C. 100.0 g of 4-[N, N-bis(3,4dimethylphenyl)amino]benzaldehyde was added to the mixture, and the mixture was stirred for 5 hours at 70° C. The reaction mixture was filtered, and the filter cake was extracted with ether, and after being combined with the filtrate, was washed with water. Next, the ether solution was dried over calcium chloride, the ether was removed, and the crude product was obtained. This was recrystallized twice from ethanol, and a needle-form, 4-[N, N-bis (3,4dimethylphenyl)amino]styrene was obtained in an amount of 84.5 g (85.0%).

후처리

  1. stirringthe mixture was stirred for 5 hours at 70° C
  2. filtrationThe reaction mixture was filtered
  3. extractionthe filter cake was extracted with ether
  4. washwas washed with water
  5. dry with materialNext, the ether solution was dried over calcium chloride
  6. customthe ether was removed
  7. customthe crude product was obtained
  8. customThis was recrystallized twice from ethanol

출처 및 근거

ORD 기록
ord-c3f887c8d42c47cd83d5309b993cd531
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840816

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