1-(2-(4-Nitrophenoxy)ethyl)pyrrolidine → 4-(2-(Pyrrolidin-1-yl)ethoxy)aniline

HRID 1827510

반응식

HRID 1827510 반응식
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][N:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].C(OCC)(=O)C>[N:11]1([CH2:10][CH2:9][O:8][C:7]2[CH:6]=[CH:5][C:4]([NH2:1])=[CH:17][CH:16]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

참가 물질

4

반응물 1

HCID 4198581-(2-(4-Nitrophenoxy)ethyl)pyrrolidine

생성물 1

HCID 64937494-(2-(Pyrrolidin-1-yl)ethoxy)aniline수율 198.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

Two identical reactions were set up side-by-side as follows. To a mixture of 1-[2-(4-nitro-phenoxy)-ethyl]-pyrrolidine (17.61 g, 74.5 mmol) and 5% palladium on carbon (2.0 g) was added 125 mL of ethyl acetate. The reaction mixture was hydrogenated at 45 psi at room temperature for 3 hr. The mixture was filtered through diatomaceous earth under nitrogen, and the filter cake was washed with ethyl acetate and methanol. The combined filtrates from both reactions were concentrated to yield 30.46 g (99%) of the title compound. MS 207.2 (M+1)+

후처리

  1. filtrationThe mixture was filtered through diatomaceous earth under nitrogen
  2. washthe filter cake was washed with ethyl acetate and methanol
  3. concentrationThe combined filtrates from both reactions were concentrated

출처 및 근거

ORD 기록
ord-d624c948539946008b790b700aadc061
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053212B2

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