Hydrazine hydrate (1:1) → 3-Dipropylaminomethylaniline

HRID 348621ノート

反応式

HRID 348621 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

HCID 230793273-Dipropylaminomethylaniline収率 66.2%

試薬・触媒・溶媒 3

HCID 16211236Trichloroiron;hexahydrate触媒HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0d7daf05da9a41f891174a74af009d72
出典データセット
uspto-grants-2007_02
特許番号
US07176227B2

反応ノート

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