Hydrazine hydrate (1:1) → 3-Dipropylaminomethylaniline

HRID 348621노트

반응식

HRID 348621 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][CH:17]=1)[CH2:7][N:8]([CH2:12][CH2:13][CH3:14])[CH2:9][CH2:10][CH3:11])([O-])=O.O.NN>CO.C1COCC1.O.O.O.O.O.O.[Fe](Cl)(Cl)Cl>[CH2:9]([N:8]([CH2:7][C:6]1[CH:5]=[C:4]([CH:17]=[CH:16][CH:15]=1)[NH2:1])[CH2:12][CH2:13][CH3:14])[CH2:10][CH3:11]

참가 물질

6

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 13022589(3-Nitro-benzyl)dipropylamine

생성물 1

HCID 230793273-Dipropylaminomethylaniline수율 66.2%

시약·촉매·용매 3

HCID 16211236Trichloroiron;hexahydrate촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The compound (595 mg) obtained in Example 33-1 was dissolved in methanol (6.0 ml) and THF (3.0 ml). The solution was added with activated carbon (59.0 mg) and iron trichloride hexahydrate (manufactured by Kanto Kagaku) (5.90 mg), followed by thermal reflux for 30 minutes. After having been cooled to room temperature, the mixture was added with hydrazine monohydrate (0.43 ml) and then subjected to thermal reflux for 24 hours. After completion of the reaction, the mixture was subjected to Celite filtration and the solvent was then distilled off. The residue was added with water and then extracted with chloroform. The extract was dried with anhydrous magnesium sulfate and then solvent was distilled off. Subsequently, the residue was purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (343.9 mg) as a yellow oily substance.

후처리

  1. temperatureby thermal reflux for 30 minutes
  2. temperaturethermal reflux for 24 hours
  3. customAfter completion of the reaction
  4. filtrationthe mixture was subjected to Celite filtration
  5. distillationthe solvent was then distilled off
  6. additionThe residue was added with water
  7. extractionextracted with chloroform
  8. dry with materialThe extract was dried with anhydrous magnesium sulfate
  9. distillationsolvent was distilled off
  10. customSubsequently, the residue was purified through silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-0d7daf05da9a41f891174a74af009d72
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176227B2

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