cis-3,5-Dimethyl-1-[4-(methyloxy)-3-nitrophenyl]piperazine → 5-(cis-3,5-Dimethyl-1-piperazinyl)-2-(methyloxy)aniline

HRID 130400ノート

反応式

HRID 130400 の反応式
[CH3:1][C@H:2]1[NH:7][C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([N+:17]([O-])=O)[CH:10]=2)[CH2:3]1>C(O)C.[Pd]>[CH3:8][C@H:6]1[NH:7][C@@H:2]([CH3:1])[CH2:3][N:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:10]=2)[NH2:17])[CH2:5]1

参加物

4

反応物 1

HCID 59007052cis-3,5-Dimethyl-1-[4-(methyloxy)-3-nitrophenyl]piperazine

生成物 1

HCID 590070635-(cis-3,5-Dimethyl-1-piperazinyl)-2-(methyloxy)aniline

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A mixture of cis-3,5-dimethyl-1-[4-(methyloxy)-3-nitrophenyl]piperazine (D3) (2.65 g, 10 mmol) in ethanol (60 ml) containing palladium on charcoal (300 mg, 10% paste) was stirred under aone atmosphere of hydrogen gas overnight. The mixture was filtered through celite, the pad washed in ethanol and the combined ethanol solutions evaporated. The residue was purified by column chromatography (Biotage (SiO2) 100 g, dichloromethane to 1:10 2M ammonia in methanol:dichloromethane) to afford the title product (D4). MS (ES+) m/e 236 [M+H]+.

後処理

  1. filtrationThe mixture was filtered through celite
  2. washthe pad washed in ethanol
  3. customthe combined ethanol solutions evaporated
  4. customThe residue was purified by column chromatography (Biotage (SiO2) 100 g, dichloromethane to 1:10 2M ammonia in methanol:dichloromethane)

出典と根拠

ORDレコード
ord-02667bc13b9349a1a9663f31c9975be8
出典データセット
uspto-grants-2008_06
特許番号
US07381728B2

反応ノート

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