N-(3-benzhydroxypropyl)piperazine → N-[3-[3,5-dimethoxy-4-(beta-methoxyethoxymethoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)piperazine

HRID 652967ノート

反応式

HRID 652967 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.CON1C([C:38](=[O:58])[CH:39]=[CH:40][C:41]2[CH:46]=[C:45]([O:47][CH3:48])[C:44]([O:49][CH2:50][O:51][CH2:52][CH2:53][O:54][CH3:55])=[C:43]([O:56][CH3:57])[CH:42]=2)(OCOCCOC)C(OC)SC1=S>O1CCCC1>[CH3:48][O:47][C:45]1[CH:46]=[C:41]([CH:40]=[CH:39][C:38]([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:58])[CH:42]=[C:43]([O:56][CH3:57])[C:44]=1[O:49][CH2:50][O:51][CH2:52][CH2:53][O:54][CH3:55]

参加物

4

反応物 2

HCID 22110970N-(3-benzhydroxypropyl)piperazineHCID 867416223,5-Dimethoxy-4-(beta-methoxyethoxymethoxy) (3,5-dimethoxy-4(beta-methoxyethoxymethoxy) phenyl-2-propenoyl]thiazolidine-2-thione

生成物 1

HCID 53774023N-[3-[3,5-dimethoxy-4-(beta-methoxyethoxymethoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)piperazine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 160 mg (0.52 mmol) of N-(3-benzhydroxypropyl) piperazine in dry tetrahydrofuran (5 ml) was added a solution of 206 mg (0.5 mmol) of N-[3-(3,5-dimethoxy-4-(β-methoxyethoxymethoxy) (3,5-dimethoxy-4(β-methoxyethoxymethoxy) phenyl-2-propenoyl]thiazolidine-2-thione in dry tetrahydrofuran, and the mixture was allowed to react at room temperature overnitht. The reaction mixture was concentrated by evaporation under reduced pressure, diluted with chloroform and washed, in turn, with 2N aqueous solution of sodium hydroxide and water. The organic layer was dried over anhydrous sodium 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 270 mg (0.45 mmol) of N-[3-[3,5-dimethoxy-4-(β-methoxyethoxymethoxy) phenyl]-2-propenoyl]-N'-(3-benzhydroxypropyl)piperazine.

後処理

  1. customto react at room temperature overnitht
  2. concentrationThe reaction mixture was concentrated by evaporation under reduced pressure
  3. additiondiluted with chloroform
  4. washwashed, in turn, with 2N aqueous solution of sodium hydroxide and water
  5. dry with materialThe organic layer was dried over anhydrous sodium 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-5db78b2a04c8442b8377ced29509adb1
出典データセット
uspto-grants-1987_06
特許番号
US04673684

反応ノート

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