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Hydroxyamine hydrochloride → 2-(Cyclopropylmethyl-propyl-amino)-5-trifluoromethyl-benzaldehyde oxime

HRID 604085
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HRID 604085 반응식
[CH:1]1([CH2:4][N:5]([CH2:18][CH2:19][CH3:20])[C:6]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:7]=2[CH:8]=O)[CH2:3][CH2:2]1.Cl.[NH2:22][OH:23].C([O-])(=O)C.[Na+]>C(O)C>[CH:1]1([CH2:4][N:5]([CH2:18][CH2:19][CH3:20])[C:6]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:7]=2[CH:8]=[N:22][OH:23])[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866267692-(Cyclopropylmethyl-propyl-amino)-5-trifluoromethyl-benzaldehyde

생성물 1

HCID 866268392-(Cyclopropylmethyl-propyl-amino)-5-trifluoromethyl-benzaldehyde oxime수율 80.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To ethanol (30 ml) are added 2-(cyclopropylmethyl-propyl-amino)-5-trifluoromethyl-benzaldehyde (6.8 g), hydroxylamine hydrochloride (1.66 g) and sodium acetate (1.95 g) and the mixture is stirred at room temperature overnight. Ethanol is removed by evaporating under reduced pressure and thereto is added chloroform and water, and the mixture is separated. The organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=10:1→2:1) to give 2-(cyclopropylmethyl-propyl-amino)-5-trifluoromethyl-benzaldehyde oxime (5.78 g). MS (m/z): 301 [M+H]+

후처리

  1. customEthanol is removed
  2. customby evaporating under reduced pressure
  3. additionis added chloroform and water
  4. customthe mixture is separated
  5. washThe organic layer is washed with a saturated brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=10:1→2:1)

출처 및 근거

ORD 기록
ord-01fe7a08450d465594e83a1a07750c00
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07906517B2

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