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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
ノート
印刷プレビュー

反応式

HRID 85256 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-44ea812f459b4dd79282135e908c02ec
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08846955B2

反応ノート

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