Methanol → 1-(3-Aminophenyl)-4-methylpiperazin-2-one

HRID 1362862

反応式

HRID 1362862 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[CH:9]=2)[CH2:4][CH2:3]1.C[OH:18]>O.[Pd]>[NH2:14][C:10]1[CH:9]=[C:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][C:4]2=[O:18])[CH:13]=[CH:12][CH:11]=1

参加物

5

反応物 2

HCID 887MethanolHCID 121521611-Methyl-4-(3-nitrophenyl)piperazine

生成物 1

HCID 579741721-(3-Aminophenyl)-4-methylpiperazin-2-one収率 95%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

Pd/C (10%, 420 mg) was added to a solution of 1-methyl-4-(3-nitrophenyl)piperazine (8.4 g) in methanol (500 mL) and water (20 mL). The reaction mixture was stirred and degassed with nitrogen, and the vessel was charged with H2 gas at atmospheric pressure. The reaction was allowed to proceed overnight after which time the Pd/C was removed by filtration over celite and the methanol and water were removed in vacuo to give 1-(3-aminophenyl)-4-methyl-2-piperazinone as a yellow solid (7.08 g, 95% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.07 (1H, t, J=7.83 Hz) 6.48-6.55 (2H, m) 6.46 (1H, d, J=1.01 Hz) 6.44 (1H, s) 3.88 (4H, s) 3.54 (2H, br. s.) 2.82 (3H, s)

後処理

  1. customdegassed with nitrogen
  2. additionthe vessel was charged with H2 gas at atmospheric pressure
  3. customafter which time the Pd/C was removed by filtration over celite
  4. customthe methanol and water were removed in vacuo

出典と根拠

ORDレコード
ord-e6cbaab4cf6a459c9bc6204f9df511d5
出典データセット
uspto-grants-2011_02
特許番号
US07884098B2

関連ノート

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