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

HRID 1362862

반응식

HRID 1362862 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-e6cbaab4cf6a459c9bc6204f9df511d5
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07884098B2

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