反応式
[Li+].CC([N-]C(C)C)C.C([Li])CCC.C(NC(C)C)(C)C.[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][N:31]([S:34]([CH3:37])(=[O:36])=[O:35])[CH2:30][CH2:29]2)=[CH:24][CH:23]=1.[Cl:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43](Cl)=[O:44]>C1COCC1.CCOC(C)=O>[Cl:38][CH2:39][CH2:40][CH2:41][CH2:42][C:43](=[O:44])[CH2:37][S:34]([N:31]1[CH2:32][CH2:33][N:28]([C:25]2[CH:24]=[CH:23][C:22]([F:21])=[CH:27][CH:26]=2)[CH2:29][CH2:30]1)(=[O:35])=[O:36]参加物
反応物 5
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- -78 °C
実験手順
To a solution of LDA (51 mmol, prepared by slow addition of n-butyl lithium (20.4 ml, 2.5M in hexane, 51 mmol) to a solution of diisopropylamine (5.16 g, 51 mmol) in THF (30 ml) at −78° C.) at −78° C. was added a solution of 1-(4-fluorophenyl)-4-(methanesulfonyl)-piperazine (6 g, 23.2 mmol) in THF (150 ml). The mixture was stirred for 1 h at −78° C. A solution of 5-chlorovaleryl chloride (4 g, 25.8 mmol) in THF (20 ml) was added dropwise. The mixture was stirred at −78° C. for 1 h and at room temperature for 18 h. The solution was diluted with EtOAc and washed with sat. NH4Cl and brine and dried over MgSO4. Chromatography of the residue on silica gel (eluant:EtOAc—CH2Cl2—petroleum ether (15:35:50)) afforded 1-(6-chloro-2-hexanone-1-sulfonyl)-4-(4-fluorophenyl)piperazine (5.22 g, 60%) as white crystals: MS (ESI): 399 (MNa+).
後処理
- stirringThe mixture was stirred at −78° C. for 1 h and at room temperature for 18 h
- washwashed with sat. NH4Cl and brine
- dry with materialdried over MgSO4
出典と根拠
- ORDレコード
- ord-80a9d8941d6b4987bc430332e5d8dc54
- 出典データセット
- uspto-grants-2008_03
- 特許番号
- US07342020B2
関連ノート
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