1'-{3-[(2-Methylpropyl)oxy]-4-nitrophenyl}-1,4'-bipiperidine → 4-(1,4'-Bipiperidin-1'-yl)-2-[(2-methylpropyl)oxy]aniline

HRID 419342ノート

反応式

HRID 419342 の反応式
[CH3:1][CH:2]([CH3:26])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([N:14]2[CH2:19][CH2:18][CH:17]([N:20]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH2:16][CH2:15]2)[CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O>[Ni].CCOC(C)=O>[N:20]1([CH:17]2[CH2:18][CH2:19][N:14]([C:7]3[CH:8]=[CH:9][C:10]([NH2:11])=[C:5]([O:4][CH2:3][CH:2]([CH3:26])[CH3:1])[CH:6]=3)[CH2:15][CH2:16]2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

参加物

4

反応物 1

HCID 594526721'-{3-[(2-Methylpropyl)oxy]-4-nitrophenyl}-1,4'-bipiperidine

生成物 1

HCID 594527114-(1,4'-Bipiperidin-1'-yl)-2-[(2-methylpropyl)oxy]aniline収率 39%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 1′-{3-[(2-methylpropyl)oxy]-4-nitrophenyl}-1,4′-bipiperidine (4.00 g, 11.1 mmol) and Raney nickel (0.500 g) in EtOAc was stirred under H2 (1 atm.) for 1 h. The mixture was filtered through a pad of Celite®, concentrated and recrystallized from EtOAc/hexanes to provide the title compound (1.40 g, 4.20 mmol, 39%). MS (M+H) 332.

後処理

  1. filtrationThe mixture was filtered through a pad of Celite®
  2. concentrationconcentrated
  3. customrecrystallized from EtOAc/hexanes

出典と根拠

ORDレコード
ord-9f5e510ac22847a2b96f16bba9cb76c6
出典データセット
uspto-grants-2012_01
特許番号
US08093239B2

反応ノート

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