Dichloromethane → Methyl 4-(1-(naphthalen-1-ylsulfonyl)piperidin-2-yl)butanoate

HRID 1881686ノート

反応式

HRID 1881686 の反応式
CO[C:3]1[CH:8]=[C:7](C)[C:6]([S:10](Cl)(=[O:12])=[O:11])=[C:5]([CH3:14])[CH:4]=1.CCN([CH2:20][CH3:21])CC.Cl.[NH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]1[CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33].[CH2:36](Cl)Cl>>[C:6]1([S:10]([N:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH:24]2[CH2:29][CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])(=[O:11])=[O:12])[C:5]2[C:4](=[CH:36][CH:20]=[CH:21][CH:14]=2)[CH:3]=[CH:8][CH:7]=1

参加物

5

反応物 4

HCID 6344Dichloromethane2 回HCID 8471TriethylamineHCID 159174964-Methoxy-2,6-dimethylbenzene-1-sulfonyl chlorideHCID 66772062Methyl 4-(piperidin-2-yl)butanoate hydrochloride

生成物 1

HCID 57904267Methyl 4-(1-(naphthalen-1-ylsulfonyl)piperidin-2-yl)butanoate収率 79%

実験手順

The sulfonyl chloride 1 (9.76 g, 85.2 mmol) and Et3N (11.8 ml, 85.2 mmol) were dissolved in CH2Cl2 (100 ml), and a solution of diphenylmethanamine (2, 15.61 g, 85.2 mmol) in CH2Cl2 (40 ml) was added dropwise in the course of 10 min. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was washed with aqueous 0.5 M KHSO4 (2×200 ml) and sat. NaCl solution (100 ml), dried over Na2SO4 and concentrated to dryness. Recrystallization from CH2Cl2 at 0-5° C. gave 17.63 g (79%) of the sulfonamide 3.

後処理

  1. washThe reaction mixture was washed with aqueous 0.5 M KHSO4 (2×200 ml) and sat. NaCl solution (100 ml)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to dryness
  4. customRecrystallization from CH2Cl2 at 0-5° C.

出典と根拠

ORDレコード
ord-cf7f4129a0f24a0b98daca5c89f6ae79
出典データセット
uspto-grants-2012_11
特許番号
US08318769B2

反応ノート

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