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[4-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylphenyl]methanol → 4-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylbenzaldehyde

HRID 85256
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HRID 85256 반응식
[CH2:1]([N:5]([CH2:26][CH2:27][CH2:28][CH3:29])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH2:21][OH:22])=[C:16]([CH3:23])[CH:15]=2)=[C:8]([O:24][CH3:25])[CH:7]=1)[CH2:2][CH2:3][CH3:4]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:26]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH:21]=[O:22])=[C:16]([CH3:23])[CH:15]=2)=[C:8]([O:24][CH3:25])[CH:7]=1)[CH2:27][CH2:28][CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 68009049[4-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylphenyl]methanol

생성물 1

HCID 866675544-[2-(4-Dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylbenzaldehyde수율 73.1%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

In 50 ml of dichloromethane was dissolved 1.5 g (3.79 mmol) of [4-[2-(4-dibutylamino-2-methoxyphenyl)vinyl]-2,5-dimethylphenyl]methanol, and 6.6 g of active manganese dioxide was added thereto. The mixture was stirred at room temperature for 21 hours. After the reaction mixture was filtrated and concentrated, the residue was dissolved in 50 ml of ether. 60 mg of iodine pieces were added thereto, and the reaction mixture was stirred. The reaction mixture was washed with a 5% sodium bisulfite solution and then with a saturated saline solution, and dried over anhydrous magnesium sulfate. After ether was evaporated off, the residue was purified by silica gel column chromatography to give 1.09 g of a reddish orange crystal (yield: 72.4%).

후처리

  1. additionwas added
  2. filtrationAfter the reaction mixture was filtrated
  3. concentrationconcentrated
  4. dissolutionthe residue was dissolved in 50 ml of ether
  5. addition60 mg of iodine pieces were added
  6. stirringthe reaction mixture was stirred
  7. washThe reaction mixture was washed with a 5% sodium bisulfite solution
  8. dry with materialwith a saturated saline solution, and dried over anhydrous magnesium sulfate
  9. customAfter ether was evaporated off
  10. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-44ea812f459b4dd79282135e908c02ec
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846955B2

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