1-(4-Fluorobenzyl)-4-(nitromethyl)piperidin-2-one → 4-(Aminomethyl)-1-(4-fluorobenzyl)piperidin-2-one

HRID 1436868노트

반응식

HRID 1436868 반응식
[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([CH2:13][N+:14]([O-])=O)[CH2:9][C:8]2=[O:17])=[CH:4][CH:3]=1>C(O)C.[Ni].O>[NH2:14][CH2:13][CH:10]1[CH2:11][CH2:12][N:7]([CH2:6][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:19][CH:18]=2)[C:8](=[O:17])[CH2:9]1

참가 물질

5

반응물 1

HCID 690699721-(4-Fluorobenzyl)-4-(nitromethyl)piperidin-2-one

생성물 1

HCID 690679234-(Aminomethyl)-1-(4-fluorobenzyl)piperidin-2-one

시약·촉매·용매 3

HCID 935Nickel촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a degassed solution of 1-(4-fluorobenzyl)-4-(nitromethyl)piperidin-2-one (1.4 g, 5.3 mmol) in absolute ethanol (80 mL) was added wet Raney nickel catalyst (1.4 g of a 50% weight slurry in water) which was washed to neutral pH with deionized water and absolute ethanol. The reaction mixture was shaken under an atmosphere of 55 psi of hydrogen for 16 hours. The product mixture was filtered through celite and the filtrate was concentrated under vacuum to afford the title compound as colorless viscous oil. 1H NMR (400 MHz, CDCl3) δ 7.24 (m, 2H), 7.01 (t, J=8.7 Hz, 2H), 4.64 (d, J=14.6 Hz, 1H), 4.44 (d, 1H), 3.23 (m, 2H), 2.65 (m, 2H), 2.16-1.28 (m).

후처리

  1. washwas washed to neutral pH with deionized water and absolute ethanol
  2. filtrationThe product mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-b3eb453890aa4608b08f0f319793f107
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07619086B2

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