Hydrazine hydrate (1:1) → 4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine

HRID 640975노트

반응식

HRID 640975 반응식
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8][NH:9][CH2:10][CH2:11][N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:6][CH:5]=1)([O-])=O.O.NN>CCO.[Ni]>[N:12]1([CH2:11][CH2:10][NH:9][CH2:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:18][CH:17]=2)[CH2:13][CH2:14][CH2:15][CH2:16]1

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 28654092N-[(4-Nitrophenyl)methyl]-2-(pyrrolidin-1-yl)ethan-1-amine

생성물 1

HCID 686996624-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine수율 75.2%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 702Ethanol용매

반응 조건

온도
65 °C

실험 절차

The (4-Nitro-benzyl)-(2-pyrrolidin-1-yl-ethyl)-amine (0.503 g, 2.02 mmol) was dissolved in EtOH (10 mL) under Ar(g), and hydrazine hydrate (0.439 mL, 14.14 mmol) was added. Subsequently, excess RaNi was added in dropwise until the solution stopped bubbling. The suspension was then allowed to stir for an additional 45 minutes at 65° C. The suspension was cooled to r.t. and then filtered over celite. The celite was washed with MeOH and the combined organic solutions were then concentrated in vacuo affording a pure 4-[(2-Pyrrolidin-1-yl-ethylamino)-methyl]-phenylamine as a light purple oil (0.331 g, 1.52 mmol, 75% yield).

후처리

  1. additionwas added
  2. customstopped bubbling
  3. temperatureThe suspension was cooled to r.t.
  4. filtrationfiltered over celite
  5. washThe celite was washed with MeOH
  6. concentrationthe combined organic solutions were then concentrated in vacuo

출처 및 근거

ORD 기록
ord-a8b9c2873a414781a41b0cc0cd9dfd72
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692005B2

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