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

HRID 1436868ノート

反応式

HRID 1436868 の反応式
[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

参加物

5

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b3eb453890aa4608b08f0f319793f107
出典データセット
uspto-grants-2009_11
特許番号
US07619086B2

反応ノート

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