Piperidin-2-ylmethanol → [1-(4-Methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol

HRID 1643457

反応式

HRID 1643457 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([O:13]C2C(F)=C(F)C(F)=C(F)C=2F)(=[O:12])=O)=[C:5]([CH3:25])[CH:4]=1.[OH:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][NH:29]1>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:25])[C:6]([S:10]([N:29]2[CH2:30][CH2:31][CH2:32][CH2:33][CH:28]2[CH2:27][OH:26])(=[O:12])=[O:13])=[C:7]([CH3:9])[CH:8]=1

参加物

5

反応物 2

HCID 94263Piperidin-2-ylmethanolHCID 59746536Perfluorophenyl 4-methoxy-2,6-dimethylbenzenesulfonate

生成物 1

HCID 43574491[1-(4-Methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol

試薬・触媒・溶媒 2

HCID 70681Tetrabutylammonium Chloride触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

Perfluorophenyl 4-methoxy-2,6-dimethylbenzenesulfonate (1 g, 2.616 mmol), 2-(hydroxymethyl)-piperidine (1.61 g, 13.079 mmol) and tetrabutylammonium chloride (1.45 g, 5.231 mmol) were dissolved in N,N-dimethylformamide (10 ml) and the solution was stirred at 110° C. for 1 h. The solvent was removed in vacuo, the residue was dissolved in ethyl acetate and the solution was washed with ammonium chloride solution (10%, 20 ml), dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel) with diethyl ether/hexane/methylene chloride (1:1:1). Yield: 0.63 g (76%)

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washthe solution was washed with ammonium chloride solution (10%, 20 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by column chromatography (silica gel) with diethyl ether/hexane/methylene chloride (1:1:1)

出典と根拠

ORDレコード
ord-f06854afd3cf4fe5846e8e0bf8757fd8
出典データセット
uspto-grants-2012_02
特許番号
US08119805B2

関連ノート

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