N-(3-benzhydroxypropyl)piperazine → N-[3-[3-methoxy-4-(beta-methoxyethoxymetoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)-piperazine

HRID 652963ノート

反応式

HRID 652963 の反応式
[CH:1]([O:14][CH2:15][CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:39]=[CH:40][C:41](N2CCSC2=S)=[O:42])[CH:29]=[CH:30][C:31]=1[O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38]>O1CCCC1>[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:39]=[CH:40][C:41]([N:21]2[CH2:22][CH2:23][N:18]([CH2:17][CH2:16][CH2:15][O:14][CH:1]([C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:19][CH2:20]2)=[O:42])[CH:29]=[CH:30][C:31]=1[O:32][CH2:33][O:34][CH2:35][CH2:36][O:37][CH3:38]

参加物

4

反応物 2

HCID 22110970N-(3-benzhydroxypropyl)piperazineHCID 54567004N-[3-[3-methoxy-4-(beta-methoxyethoxymethoxy)phenyl]-2-propenoyl) thiazolidine-2-thione

生成物 1

HCID 70436154N-[3-[3-methoxy-4-(beta-methoxyethoxymetoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)-piperazine収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 620 mg (2 mmol) of the piperazine derivative in dry tetrahydrofuran (5 ml) was added a solution of 766 mg (2.0 mmol) of N-[3-[3-methoxy-4-(β-methoxyethoxymethoxy)phenyl]-2-propenoyl) thiazolidine-2-thione in dry tetrahydrofuran (5 ml), and the mixture was allowed to react at room temperature overnight under argon atmosphere. The reaction mixture was concentrated by evaporation under reduced pressure, diluted with N'chloroform and washed, in turn, with 2N aqueous solution of sodium hydroxide and water. The organic layer was dried over anhydrous scdium sulfate and concentrated by evaporation under reduced pressure. The residue was subjected to silica gel column chromatography, eluted with chloroform - methanol ((50 : 1), to give 1.08 g (1.88 mmol) of N-[3-[3-methoxy-4-(β-methoxyethoxymetoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)-piperazine.

後処理

  1. customto react at room temperature overnight under argon atmosphere
  2. concentrationThe reaction mixture was concentrated by evaporation under reduced pressure
  3. additiondiluted with N'chloroform
  4. washwashed, in turn, with 2N aqueous solution of sodium hydroxide and water
  5. dry with materialThe organic layer was dried over anhydrous scdium sulfate
  6. concentrationconcentrated by evaporation under reduced pressure
  7. washeluted with chloroform - methanol ((50 : 1)

出典と根拠

ORDレコード
ord-034e7122f6f54235b50c5eb416d76ed1
出典データセット
uspto-grants-1987_06
特許番号
US04673684

反応ノート

読み込み中…