Water → 1-[5-(4-Methoxy-benzenesulfonyl)2-methoxy-phenyl]piperazine

HRID 2416668ノート

反応式

HRID 2416668 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][C:4]=1[N:13]1[CH2:18][CH2:17][N:16](C(=O)C(F)(F)F)[CH2:15][CH2:14]1.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([Mg]Br)=[CH:29][CH:28]=1.[OH-].[Na+].O>C1COCC1>[CH3:25][O:26][C:27]1[CH:32]=[CH:31][C:30]([S:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([N:13]3[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]3)[CH:5]=2)(=[O:10])=[O:11])=[CH:29][CH:28]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 121366554-Methoxy-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonyl chlorideHCID 178491912HCID 178491912、化合物

生成物 1

HCID 99689601-[5-(4-Methoxy-benzenesulfonyl)2-methoxy-phenyl]piperazine収率 36%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 4-methoxy-3-[4-(2,2,2-trifluoro-acetyl)-piperazin-1-yl]-benzenesulfonyl chloride (0.19 g), prepared as in Example 1 Step 2, in THF (0.5 ml) at 0° C. under argon atmosphere was added dropwise a solution of 4-methoxyphenylmagnesium bromide in THF (0.5M, 2 ml; 1 mmol). After stirring at this temperature for 1 h. A solution of 6N NaOH (0.5 ml) was added and the reaction mixture was stirred at ambient temperature for 20 h. Water was added (10 ml) and the mixture was extracted into ethyl acetate (20 ml). The organic phase was dried (Na2SO4) and concentrated in vacuo to give 1-[5-(4-methoxy-benzenesulfonyl)2-methoxy-phenyl]piperazine as a white solid (0.65 g, 36%), MS, MH+ 363.

後処理

  1. stirringthe reaction mixture was stirred at ambient temperature for 20 h
  2. extractionthe mixture was extracted into ethyl acetate (20 ml)
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-749f4815bc714a1d877f34835426b867
出典データセット
uspto-grants-2004_11
特許番号
US06825202B2

反応ノート

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