1-Methyl-4-(4-methyl-3-nitrophenyl)piperazine → 2-Methyl-5-(4-methylpiperazin-1-yl)benzenamine

HRID 1907441ノート

反応式

HRID 1907441 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([N+:15]([O-])=O)[CH:9]=2)[CH2:4][CH2:3]1>C(O)C.C1CCCCC=1.[Pd]>[CH3:14][C:11]1[CH:12]=[CH:13][C:8]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[CH:9][C:10]=1[NH2:15]

参加物

5

反応物 1

HCID 581716321-Methyl-4-(4-methyl-3-nitrophenyl)piperazine

生成物 1

HCID 249941402-Methyl-5-(4-methylpiperazin-1-yl)benzenamine

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8079Cyclohexene溶媒

反応条件

温度
80 °C

実験手順

To a solution of 1-methyl-4-(4-methyl-3-nitro-phenyl)-piperazine (9.0 g, 38.29 mmol) in ethanol (100 mL) and cyclohexene (7 ml), Pd/C 10% (1.5 g) was added. The mixture was heated at 80° C. for 6 hours until HPLC revealed the disappearance of the starting material. The Pd was filtered from the reaction and the solvents were removed from the filtrate under reduced pressure. The crude was diluted with DCM and treated with HCl in dioxane; the precipitate was collected and washed with diethyl ether to give the final compound as a brown solid in quantitative yield.

後処理

  1. filtrationThe Pd was filtered from the reaction
  2. customthe solvents were removed from the filtrate under reduced pressure
  3. additionThe crude was diluted with DCM
  4. additiontreated with HCl in dioxane
  5. customthe precipitate was collected
  6. washwashed with diethyl ether

出典と根拠

ORDレコード
ord-8ae15f576e02456c82c4b28391496808
出典データセット
uspto-grants-2013_12
特許番号
US08598172B2

反応ノート

読み込み中…